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Synthesis, Characterization, And Anticancer Evaluation Of (E) 2 (Decan 2 Ylidene) Hydrazine 1 Carbothioamide Schiff Base Metal Complexes

Abstract: Synthesis, Characterization, and Anticancer Evaluation of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff Base Metal Complexes Abstract The present disclosure pertains to a system for the efficient synthesis of metal complexes using (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand is disclosed. The system includes a reaction vessel for facilitating the condensation of 2-decanone with thiosemicarbazide, a microwave irradiation source for precise thermal control, and a mixing unit for subsequent reaction with various metal salts. The synthesis is enhanced through controlled microwave exposure, optimizing reaction times and temperatures for the formation of Mn (II), Co (II), Ni (II), and Cu (II) complexes. Said system is designed to create complexes potentially useful in anticancer applications.

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Patent Information

Application #
Filing Date
29 February 2024
Publication Number
10/2024
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application

Applicants

BANASTHALI VIDYAPITH
BANASTHALI VIDYAPITH, P.O. BANASTHALI, BANASTHALI, RAJASTHAN, INDIA, 304022 JAIPUR

Inventors

1. MS. ANITA
BANASTHALI VIDYAPITH, P.O. BANASTHALI, BANASTHALI, RAJASTHAN, INDIA, 304022 JAIPUR
2. MS. PRIYANKA GHANGHAS
BANASTHALI VIDYAPITH, P.O. BANASTHALI, BANASTHALI, RAJASTHAN, INDIA, 304022 JAIPUR
3. DR. SUDESH KUMAR
ROOM NO 9, II FLOOR, DEPARTMENT OF CHEMISTRY, DESM, NATIONAL INSTITUTE OF EDUCATION, NCERT, NEW DELHI 110016
4. DR. NIRMALA KUMARI JANGID
BANASTHALI VIDYAPITH, P.O. BANASTHALI, BANASTHALI, RAJASTHAN, INDIA, 304022 JAIPUR
5. DR. KAVITA POONIA
BANASTHALI VIDYAPITH, P.O. BANASTHALI, BANASTHALI, RAJASTHAN, INDIA, 304022 JAIPUR

Specification

Description:

side reactions and degradation of the Schiff base ligand. Said conventional synthetic methods also tend to be labor-intensive and inefficient, with low yields and high production costs, making them impractical for large-scale manufacturing.
[0008] Furthermore, the characterization of the synthesized metal complexes has often been insufficient, with many studies in the prior art providing limited data on the compound’s structure-activity relationships. Without characterization, including molecular structure confirmation and biological activity elucidation, the full potential of said complexes cannot be realized nor adequately compared to existing chemotherapeutic agents. Prior art lacked characterization, including advanced techniques such as single-crystal X-ray diffraction and in vitro anticancer assays, to establish the complexes as valuable additions to the current arsenal of anticancer drugs. Prior art also failed in synthesis and characterization of said Schiff base metal complexes with a view to harness their potential anticancer activity.
[0009] In light of said limitations, there is a recognized need for the development of Schiff base metal complexes with improved solubility, stability, and biological activity. The synthesis of such complexes must be efficient, cost-effective, and amenable to scale-up. Thus, there exists a need in the art of a method for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, by addressing the aforementioned drawbacks.
Summary
[00010] The following presents a simplified summary of various aspects of this disclosure in order to provide a basic understanding of such aspects. This summary is not an extensive overview of all contemplated aspects, and is intended to neither identify key or critical elements nor delineate the scope of such aspects. Its purpose is to present some concepts of this disclosure in a simplified form as a prelude to the more detailed description that is presented later.
[00011] The following paragraphs provide additional support for the claims of the subject application.
[00012] The disclosure pertains to a system for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand. In the domain of chemotherapeutic research, the introduced system for the efficient synthesis of metal complexes with ligands known for their potential anticancer properties represents a significant technological aspect. The system designed to synthesize metal complexes of an (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand. Said system consists of multiple integrated components that streamline the synthesis process, enhance the stability and solubility of the complexes, and potentially improve the pharmacokinetics of the resulting compounds.
[00013] Said system comprises a reaction vessel, which is arranged to facilitate a condensation reaction between 2-decanone and thiosemicarbazide to form the Schiff base ligand. Said reaction vessel is constructed to withstand the conditions necessary for the synthesis, including the temperatures required to drive the condensation reaction to completion.
[00014] A microwave irradiation source is operatively connected to the reaction vessel, configured to expose the reactants to microwave irradiation. Said exposure occurs for a period ranging from about 5 minutes to about 8 minutes and at a temperature range from about 80°C to about 210°C. Such microwave irradiation is utilized to accelerate the reaction kinetics, thereby reducing the reaction time and potentially increasing the yield of the Schiff base ligand.
[00015] Subsequent to the formation of the Schiff base ligand, a mixing unit is employed to combine said ligand with a metal salt within the reaction vessel to form the desired metal complex. Said step is critical for ensuring the homogeneity of the reaction mixture and facilitating the complexation reaction. The microwave irradiation source is further configured to irradiate the combination of the Schiff base ligand and the metal salt at 200W for a duration ranging from about 4 minutes to about 12 minutes at a temperature range from about 40°C to about 130°C. Such precise control over the irradiation parameters allows for the fine-tuning of the reaction conditions, which is paramount in the formation of stable and pure metal complexes.
[00016] A control unit is integral to said system, enabling the selection of a central metal ion from a group that includes Mn (II), Co (II), Ni (II), and Cu (II) for coordination to the Schiff base ligand. The ability to vary the central metal ion provides a method for modulating the biological activity and physical properties of the resulting complexes, thus offering a pathway to tailor the compounds for specific anticancer activities.
[00017] Thus, the disclosed system provides a methodical and optimized approach to synthesizing metal complexes with a Schiff base ligand known for anticancer activities. Said system is designed to address the limitations of prior art by offering enhanced control over the synthesis process, thereby producing complexes with improved properties for potential use in cancer treatment. The system's components, when operated in concert, yield metal complexes that are characterized by their stability, solubility, and biological efficacy, making them suitable candidates for further pharmacological evaluation.
[00018] In the quest to develop efficacious anticancer agents, a method for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand has been established. Said method commences with a condensation reaction where 2-decanone is reacted with thiosemicarbazide to form the Schiff base ligand, which is a precursor to the desired metal complexes. The reaction is subjected to microwave irradiation for a period ranging from about 5 minutes to about 8 minutes at a temperature range from about 80°C to about 210°C. Said exposure to microwave irradiation not only expedites the reaction but also contributes to the purity of the resulting ligand.
[00019] Once the Schiff base ligand is formed, said ligand is combined with a metal salt to initiate the complexation process. The choice of metal salt is vital and includes metal chlorides, metal acetates, metal sulfates, or metal nitrates, each providing a distinct coordination environment for the resultant metal complex. The reaction mixture is then subjected to microwave irradiation at 200W for a duration ranging from about 4 minutes to about 12 minutes at a temperature range from about 40°C to about 130°C. Through said controlled irradiation, metal complexes are formed with central metal ions selected from Mn (II), Co (II), Ni (II), and Cu (II), coordinated to the Schiff base ligand.
[00020] In the interest of optimizing the reaction yield, thiosemicarbazide is used in a molar excess relative to 2-decanone. The resulting Schiff base ligand is then purified using crystallization or chromatography before being combined with the metal salt, ensuring that the subsequent metal complexation proceeds with high fidelity.
[00021] The stoichiometry of the complex formation is carefully managed by employing an equimolar ratio of the metal salt to the Schiff base ligand. To facilitate the dissolution of both reactants, a suitable solvent such as methanol, ethanol, dimethyl sulfoxide, or water is utilized. Following the formation of the metal complex, the product is isolated either by precipitation with a non-solvent or by cooling the reaction mixture.
[00022] Characterization of the synthesized metal complexes is conducted using analytical techniques, including Fourier-transform infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR) spectroscopy, ultraviolet-visible (UV-Vis) spectroscopy, and single crystal X-ray diffraction (SCXRD). Said characterization ensures the determination of the complex's structure and the evaluation of the anticancer activity against a panel of cancer cell lines.
[00023] Said methodological approach presents a significant prospect over previous techniques by reducing the synthesis time, enhancing the control over the reaction conditions, and improving the yield and purity of the metal complexes. Consequently, said method holds promise for the synthesis of metal complexes that could serve as potent anticancer agents.
Brief Description of the Drawings
[00024] The features and advantages of the present disclosure would be more clearly understood from the following description taken in conjunction with the accompanying drawings in which:
[00025] FIG. 1 illustrates a system for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, in accordance with the embodiments of the present disclosure.
[00026] FIG. 2 illustrates a method for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, in accordance with the embodiments of the present disclosure.
[00027] FIG. 3 illustrates a synthetic pathway for the formation of metal complexes using an (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, in accordance with the embodiments of the present disclosure.

Detailed Description
[00028] In the following detailed description of the invention, reference is made to the accompanying drawings that form a part hereof, and in which is shown, by way of illustration, specific embodiments in which the invention may be practiced. In the drawings, like numerals describe substantially similar components throughout the several views. These embodiments are described in sufficient detail to claim those skilled in the art to practice the invention. Other embodiments may be utilized and structural, logical, and electrical changes may be made without departing from the scope of the present invention. The following detailed description is, therefore, not to be taken in a limiting sense, and the scope of the present invention is defined only by the appended claims and equivalents thereof.
[00029] The use of the terms “a” and “an” and “the” and “at least one” and similar referents in the context of describing the invention (especially in the context of the following claims) are to be construed to cover both the singular and the plural, unless otherwise indicated herein or clearly contradicted by context. The use of the term “at least one” followed by a list of one or more items (for example, “at least one of A and B”) is to be construed to mean one item selected from the listed items (A or B) or any combination of two or more of the listed items (A and B), unless otherwise indicated herein or clearly contradicted by context. The terms “comprising,” “having,” “including,” and “containing” are to be construed as open-ended terms (i.e., meaning “including, but not limited to,”) unless otherwise noted. Recitation of ranges of values herein are merely intended to serve as a shorthand method of referring individually to each separate value falling within the range, unless otherwise indicated herein, and each separate value is incorporated into the specification as if it were individually recited herein. All methods described herein can be performed in any suitable order unless otherwise indicated herein or otherwise clearly contradicted by context. The use of any and all examples, or exemplary language (e.g., “such as”) provided herein, is intended merely to better illuminate the invention and does not pose a limitation on the scope of the invention unless otherwise claimed. No language in the specification should be construed as indicating any non-claimed element as essential to the practice of the invention.
[00030] Pursuant to the "Detailed Description" section herein, whenever an element is explicitly associated with a specific numeral for the first time, such association shall be deemed consistent and applicable throughout the entirety of the "Detailed Description" section, unless otherwise expressly stated or contradicted by the context.
[00031] In the domain of chemical synthesis, particularly in the realm of metal complex formation using Schiff base ligands, there has been a continuous quest for enhancing the efficiency, selectivity, and speed of said reactions. The present disclosure relates to a system 100 designed for the synthesis of metal complexes using a specific Schiff base ligand, namely (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide. Said system 100 incorporates a series of components that synergize to optimize the reaction conditions, thereby yielding metal complexes with high purity and specificity.
[00032] According to a figurative illustration of FIG. 1, showcasing an architectural paradigm of the system 100 that can comprise functional elements, yet not limited to a reaction vessel 102, a microwave irradiation source 104, a mixing unit 106, and a control unit 108. A person ordinarily skilled in art would prefer those elements or components of the system 100, to be functionally or operationally coupled with each other, in accordance with the embodiments of present disclosure.
[00033] In an embodiment, the system can comprise the reaction vessel, specifically arranged to facilitate a condensation reaction. Said reaction vessel serves as the primary site for the synthesis of the aforementioned Schiff base ligand. The process begins with the introduction of 2-decanone and thiosemicarbazide into the reaction vessel. The role of the vessel is not merely to contain said reactants but to provide an environment conducive to their interaction. Said environment is achieved through the control of various parameters such as temperature, pressure, and the concentration of the reactants within the vessel.
[00034] In an embodiment, the synthesis of the Schiff base ligand is initiated via a condensation reaction between 2-decanone and thiosemicarbazide. Said reaction is a crucial step in the formation of the ligand and is highly dependent on the specific conditions within the reaction vessel. The reaction vessel is thus designed to maintain said conditions at an optimal level, ensuring the efficient and complete formation of the Schiff base ligand.
[00035] In an embodiment, further enhancement of the reaction process is achieved through the incorporation of said microwave irradiation source. Said source is configured to expose the contents of the reaction vessel to microwave irradiation. The application of microwave energy is a well-known technique to accelerate chemical reactions. In said system, the microwave irradiation is carefully controlled, with the exposure period ranging from about 5 minutes to about 8 minutes. Said exposure is conducted at a temperature range from about 80°C to about 210°C. Such precise control over the microwave irradiation parameters is essential to achieve the desired reaction outcomes without compromising the integrity of the reactants or the reaction vessel.
[00036] In an embodiment, once the Schiff base ligand is formed, the system's next critical component is the mixing unit. Said unit is tasked with combining the freshly synthesized Schiff base ligand with a selected metal salt. The formation of the metal complex, which is the ultimate goal of said system, occurs within said unit. The mixing unit is designed to ensure homogeneous mixing of the Schiff base ligand and the metal salt, thus facilitating the efficient formation of the metal complex.
[00037] In an embodiment, the microwave irradiation source, previously used for the synthesis of the Schiff base ligand, plays a dual role in said system. Following the combination of the Schiff base ligand and the metal salt, said irradiation source is further configured to irradiate said mixture. The parameters for said irradiation are distinctly set at 200W for a duration ranging from about 4 minutes to about 12 minutes, at a temperature range from about 40°C to about 130°C. Said subsequent irradiation step is vital for the formation of the metal complex. The irradiation step not only accelerates the reaction but also influences the nature of the metal-ligand bond formation, thereby impacting the properties of the final metal complex.
[00038] In an embodiment, the key feature of said system is the versatility in terms of the metal ions that can be incorporated into the Schiff base ligand to form the metal complex. The control unit of the system is specifically designed to select a central metal ion from a group consisting of Mn (II), Co (II), Ni (II), and Cu (II). The choice of said particular metal ions is guided by their well-documented ability to form stable and functional complexes with Schiff base ligands. Each of said metal ions imparts unique properties to the resulting metal complex, making said system highly adaptable to various application requirements.
[00039] In an embodiment, the system 100 operates by first allowing the control unit to select the desired metal ion based on the intended application of the final metal complex. Once the metal ion is selected, said selected ion is introduced into the reaction vessel in the form of a metal salt. The specific nature of the metal salt used is dependent on the chosen metal ion and high purity to ensure the quality of the final product.
[00040] In an embodiment, the formation of the metal complex is a multi-step process, starting with the synthesis of the Schiff base ligand. Said ligand acts as a chelating agent, capable of binding the metal ion through the nitrogen and sulfur atoms. The unique structure of the (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, with the long alkyl chain and thioamide group, offers specific sites for metal ion coordination. Said sites leads to the formation of a complex where the metal ion is held firmly in place by the ligand, resulting in a stable and robust metal complex.
[00041] In an embodiment, the reaction conditions within the system, particularly those controlled by the microwave irradiation source, play a

pivotal role in the formation of said complexes. The energy supplied by the microwave irradiation not only speeds up the reaction but also influences the geometry and the coordination environment around the metal ion. Said influence is crucial in determining the properties and applications of the synthesized metal complex.
[00042] In an embodiment, one of the advantages of said system is the reduced reaction time compared to traditional methods of synthesizing metal complexes. The use of microwave irradiation significantly cuts down the time required for both the formation of the Schiff base ligand and the subsequent metal complex. Said irradiation not only improves the efficiency of the process but also reduces the energy consumption, making the system more environmentally friendly.
[00043] In an embodiment, yet another advantage of said system is the high purity and yield of the metal complexes produced. The controlled reaction environment within the reaction vessel, coupled with the precise application of microwave irradiation, ensures that the reactions proceed with minimal side reactions and by-products. Said minimal side reactions and by-products results in metal complexes of high purity, which is essential for many applications, especially in areas like catalysis, material science, and pharmaceuticals.
[00044] In an embodiment, the system's ability to select from a range of metal ions allows for the synthesis of a variety of metal complexes, each with distinct properties and potential applications. For instance, complexes formed with Mn (II) might find applications in oxidation catalysis, while those with Cu (II) could be useful in electronic and optical materials. The versatility of the system thus opens up a wide range of possibilities for the synthesis of tailor-made metal complexes.
[00045] Referring to one or more preceding embodiments, the present disclosure provides the system 100 for the synthesis of metal complexes using the (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand. The integration of a microwave irradiation source for accelerating the reaction, coupled with the precise control of reaction conditions, makes said system highly efficient and versatile. The ability to choose from a variety of metal ions for the formation of the metal complex further enhances the applicability of said system across various fields. Said system 100 thus represents a significant aspect in the field of chemical synthesis, particularly in the synthesis of metal complexes with specific properties and applications.
[00046] Disclosed herein a method 200 for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand has been developed. Said method 200 encompasses various steps, each meticulously designed to ensure the efficient and precise synthesis of the desired metal complexes.
[00047] In accordance with a pictorial depiction put forth in FIG. 2, representing a flow diagram of the method 200 that can comprise steps of, yet not restricted to, (at step 202) reacting 2-decanone with thiosemicarbazide, (at step 204) exposing said reaction to microwave irradiation, (at step 206) combining the formed Schiff base ligand with a metal salt, (at step 208) irradiating the combination of said Schiff base ligand and said metal salt with microwave irradiation, (at step 210) forming metal complexes. Said steps of the method 200 can be performed or executed, collectively or selectively, randomly or sequentially or in a combination thereof, in accordance with the embodiments of current disclosure.
[00048] In an embodiment, at the initial step of the method, a condensation reaction is employed to synthesize said Schiff base ligand. Said reaction involves the combination of 2-decanone with thiosemicarbazide under controlled conditions. The reaction between said two compounds proceeds efficiently to form the desired Schiff base ligand. The reaction environment is carefully monitored to ensure optimal conditions for the condensation process, thus facilitating the complete conversion of the reactants into the Schiff base ligand.
[00049] In an embodiment, subsequent to the formation of said Schiff base ligand, said reaction is exposed to microwave irradiation. Said exposure is conducted for a period ranging from about 5 minutes to about 8 minutes at a temperature range from about 80°C to about 210°C. Said exposure to microwave irradiation significantly enhances the reaction rate, thus reducing the overall reaction time. Moreover, the application of microwave irradiation is noted to improve the yield and purity of the synthesized Schiff base ligand.
[00050] In an embodiment, upon successful synthesis of said Schiff base ligand, said ligand is then combined with a metal salt to form a metal complex. Said combination process is a key step in determining the nature of the metal complex formed. The selection of the appropriate metal salt is crucial and is based on the desired properties and applications of the final metal complex.
[00051] In an embodiment, the combination of said Schiff base ligand and said metal salt is further subjected to microwave irradiation. Said irradiation is conducted at 200W for a duration ranging from about 4 minutes to about 12 minutes at a temperature range from about 40°C to about 130°C. Such irradiation is found to facilitate the formation of the metal complex by enhancing the interaction between the Schiff base ligand and the metal ion from the metal salt.
[00052] In an embodiment, the method enables the formation of metal complexes with a central metal ion selected from the group consisting of Mn (II), Co (II), Ni (II), and Cu (II), coordinated to said Schiff base ligand. The choice of the metal ion is dictated by the desired characteristics and functionality of the resultant metal complex.
[00053] In an embodiment, said metal complexes are subjected to further analysis to determine their anticancer activity against a panel of cancer cell lines. Said analysis is vital to ascertain the potential biomedical applications of the synthesized metal complexes, particularly in the field of cancer therapeutics. Said analysis where the synthesized metal complexes are tested for their potential to inhibit or kill cancer cells. The analysis step is vital in understanding the therapeutic value of said complexes in the field of oncology. For example, consider a metal complex synthesized using the method previously described, with copper (Cu II) as the central metal ion.
[00054] Referring to the preceding embodiment, after the synthesis and purification, the copper complex is then tested for anticancer activity. In a laboratory setting, various cancer cell lines, such as breast cancer cells, lung cancer cells, and leukemia cells, are cultured in controlled environments. Said cells serve as models for studying the effects of the copper complex on cancerous cells. The metal complex is then introduced to said cell cultures at varying concentrations. Over a period, observations are made to assess the impact of the complex on the viability, proliferation, and morphology of the cancer cells.
[00055] Referring to the preceding embodiment, techniques like MTT assay (a colorimetric assay for assessing cell metabolic activity), flow cytometry (for cell cycle analysis), and microscopy (for morphological assessment) are employed to evaluate the anticancer efficacy of the metal complex. If the results show that the copper complex effectively inhibits the growth or induces the death of cancer cells without significantly affecting normal cells, can be inferred that the complex has potential anticancer properties. Said evaluation is crucial for advancing the complex to further stages of drug development and clinical trials.
[00056] In another embodiment, said thiosemicarbazide is used in a molar excess relative to 2-decanone to drive the completion of the condensation reaction towards said Schiff base ligand. Said approach ensures the maximum yield of the Schiff base ligand, thus optimizing the efficiency of the synthesis process.
[00057] In an embodiment, the method may further comprise the step of purifying said Schiff base ligand using techniques such as crystallization or chromatography prior to combining with said metal salt. Said purification step is crucial to remove any impurities or unreacted starting materials, thereby ensuring the high purity of the Schiff base ligand for subsequent reactions.
[00058] In yet another embodiment, said metal salt is selected from metal chlorides, metal acetates, metal sulfates, or metal nitrates to provide different coordination environments for the metal complex. The choice of the metal salt has a significant impact on the properties of the resulting metal complex, thus offering versatility in the synthesis process.
[00059] In an embodiment, the metal salt is used in an equimolar ratio to said Schiff base ligand to promote stoichiometric formation of the metal complex. Said stoichiometric approach ensures the formation of a well-defined metal complex with consistent properties.
[00060] In an embodiment, the combining step includes the use of a solvent to dissolve both said Schiff base ligand and said metal salt. The solvent is selected from the group consisting of methanol, ethanol, dimethyl sulfoxide, and water. The choice of solvent is based on the ability to dissolve both the Schiff base ligand and the metal salt, thereby facilitating the formation of the metal complex.
[00061] In an embodiment, subsequent to the reaction, the method further comprises the step of isolating said metal complex. Said isolation can be achieved by methods such as precipitation with a non-solvent or by cooling the reaction mixture. The isolation step is crucial for obtaining the metal complex in a pure form, suitable for further applications or analysis.
[00062] In an embodiment, the formed metal complex is characterized using at least one technique selected from the group consisting of Fourier-transform infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR) spectroscopy, ultraviolet-visible (UV-Vis) spectroscopy, and single crystal X-ray diffraction (SCXRD). Said characterization techniques provide valuable information about the structure, composition, and properties of the synthesized metal complex.
[00063] Referring to one or more preceding embodiments, the method 200 described herein represents an approach to the synthesis of metal complexes using (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand. Each step of the method has been carefully developed to ensure the efficient synthesis of metal complexes with high purity and desired properties. The versatility of the method, as evidenced by the various embodiments, allows for the synthesis of a wide range of metal complexes, potentially useful in various applications, including but not limited to, catalysis, materials science, and biomedical research.
[00064] FIG. 3 illustrates a synthetic pathway for the formation of metal complexes using an (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand. Synthesis of Schiff Base Ligand is achieved by reacting 2-decanone and thiosemicarbazide. Said reactants undergo a condensation reaction facilitated by microwave irradiation (MW) for 7 minutes at temperatures greater than or equal to 90°C but less than or equal to 200°C, to form the Schiff base ligand (L), named (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide. The ligand (L) then reacts with metal salts in a solvent under microwave irradiation. Different metal salts such as Mn (II), Co (II), Ni (II), and Cu (II) salts are used.
[00065] Said reaction with metal salts is carried out under microwave irradiation at 200W for a duration of 5 to 10 minutes, at a temperature range of 50°C to 120°C. The counterions for the metal salts are varied, as denoted by 'X', which could be Cl-, NO3-, and the like. The resulting products are metal complexes, each with the Schiff base ligand coordinated to a central metal atom. Microwave irradiation is a modern technique used in organic synthesis to provide rapid heating, which can often result in shorter reaction times and higher yields compared to conventional heating methods.
[00066] Schiff bases are a class of organic compounds typically characterized by a nitrogen atom double-bonded to a carbon atom, which is also bonded to an aryl or alkyl group. Schiff bases are well-known for their ability to act as ligands, chelating to metal ions through the nitrogen and other heteroatoms if present. The resulting metal complexes are coordination compounds where the central metal ion is bonded to one or more ligands which are the Schiff base molecules in said case. Said complexes can have various applications, including catalysis, material science, and biological systems.
[00067] Example embodiments herein have been described above with reference to block diagrams and flowchart illustrations of methods and apparatuses. It will be understood that each block of the block diagrams and flowchart illustrations, and combinations of blocks in the block diagrams and flowchart illustrations, respectively, can be implemented by various means including hardware, software, firmware, and a combination thereof. For example, in one embodiment, each block of the block diagrams and flowchart illustrations, and combinations of blocks in the block diagrams and flowchart illustrations can be implemented by computer program instructions. These computer program instructions may be loaded onto a general purpose computer, special purpose computer, or other programmable data processing apparatus to produce a machine, such that the instructions which execute on the computer or other programmable data processing apparatus create means for implementing the functions specified in the flowchart block or blocks.
[00068] Throughout the present disclosure, the term ‘processing means’ or ‘microprocessor’ or ‘processor’ or ‘processors’ includes, but is not limited to, a general purpose processor (such as, for example, a complex instruction set computing (CISC) microprocessor, a reduced instruction set computing (RISC) microprocessor, a very long instruction word (VLIW) microprocessor, a microprocessor implementing other types of instruction sets, or a microprocessor implementing a combination of types of instruction sets) or a specialized processor (such as, for example, an application specific integrated circuit (ASIC), a field programmable gate array (FPGA), a digital signal processor (DSP), or a network processor).
[00069] The term “non-transitory storage device” or “storage” or “memory,” as used herein relates to a random access memory, read only memory and variants thereof, in which a computer can store data or software for any duration.
[00070] Operations in accordance with a variety of aspects of the disclosure is described above would not have to be performed in the precise order described. Rather, various steps can be handled in reverse order or simultaneously or not at all.
[00071] While several implementations have been described and illustrated herein, a variety of other means and/or structures for performing the function and/or obtaining the results and/or one or more of the advantages described herein may be utilized, and each of such variations and/or modifications is deemed to be within the scope of the implementations described herein. More generally, all parameters, dimensions, materials, and configurations described herein are meant to be exemplary and that the actual parameters, dimensions, materials, and/or configurations will depend upon the specific application or applications for which the teachings is/are used. Those skilled in the art will recognize, or be able to ascertain using no more than routine experimentation, many equivalents to the specific implementations described herein. It is, therefore, to be understood that the foregoing implementations are presented by way of example only and that, within the scope of the appended claims and equivalents thereto, implementations may be practiced otherwise than as specifically described and claimed. Implementations of the present disclosure are directed to each individual feature, system, article, material, kit, and/or method described herein. In addition, any combination of two or more such features, systems, articles, materials, kits, and/or methods, if such features, systems, articles, materials, kits, and/or methods are not mutually inconsistent, is included within the scope of the present disclosure.

Claims
I/We Claim:
1. A system for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, the system comprising:
a reaction vessel is arranged to conduct a condensation reaction between 2-decanone and thiosemicarbazide to form said Schiff base ligand;
a microwave irradiation source configured to expose said reaction vessel to microwave irradiation for a period ranging from about 5 minutes to about 8 minutes at a temperature range from about 80°C to about 210°C;
a mixing unit combines the formed Schiff base ligand with a metal salt to form a metal complex within said reaction vessel, wherein the microwave irradiation source further configured to irradiate the combination of said Schiff base ligand and said metal salt at 200W for a duration ranging from about 4 minutes to about 12 minutes at a temperature range from about 40°C to about 130°C; and
a control unit selects a central metal ion from the group consisting of Mn (II), Co (II), Ni (II), and Cu (II) for coordination to said Schiff base ligand.
2. A method for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, comprising:
reacting 2-decanone with thiosemicarbazide to form said Schiff base ligand through a condensation reaction;
exposing said reaction to microwave irradiation for a period ranging from about 5 minutes to about 8 minutes at a temperature range from about 80°C to about 210°C;
combining the formed Schiff base ligand with a metal salt to form a metal complex;
irradiating the combination of said Schiff base ligand and said metal salt with microwave irradiation at 200W for a duration ranging from about 4 minutes to about 12 minutes at a temperature range from about 40°C to about 130°C; and
forming metal complexes, where the central metal ion is selected from the group consisting of Mn (II), Co (II), Ni (II), and Cu (II), coordinated to said Schiff base ligand.
3. The method of claim 2, wherein said metal complexes are subjected to further analysis to determine their anticancer activity against a panel of cancer cell lines.
4. The method of claim 2, wherein said thiosemicarbazide is used in a molar excess relative to 2-decanone to drive the completion of the condensation reaction towards said Schiff base ligand.
5. The method of claim 2, further comprising the step of purifying said Schiff base ligand using crystallization or chromatography prior to combining with said metal salt.
6. The method of claim 2, wherein said metal salt is selected from metal chlorides, metal acetates, metal sulfates, or metal nitrates to provide different coordination environments for the metal complex.
7. The method of claim 2, wherein said metal salt is used in equimolar ratio to said Schiff base ligand to promote stoichiometric formation of the metal complex.
8. The method of claim 2, wherein said combining step includes the use of a solvent to dissolve both said Schiff base ligand and said metal salt, said solvent being selected from the group consisting of methanol, ethanol, dimethyl sulfoxide, and water.
9. The method of claim 2, further comprising the step of isolating said metal complex by precipitation with a non-solvent or by cooling the reaction mixture.
10. The method of claim 2, further comprising the step of characterizing the formed metal complex using at least one technique selected from the group consisting of Fourier-transform infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR) spectroscopy, ultraviolet-visible (UV-Vis) spectroscopy, and single crystal X-ray diffraction (SCXRD).

Synthesis, Characterization, and Anticancer Evaluation of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff Base Metal Complexes
Abstract
The present disclosure pertains to a system for the efficient synthesis of metal complexes using (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand is disclosed. The system includes a reaction vessel for facilitating the condensation of 2-decanone with thiosemicarbazide, a microwave irradiation source for precise thermal control, and a mixing unit for subsequent reaction with various metal salts. The synthesis is enhanced through controlled microwave exposure, optimizing reaction times and temperatures for the formation of Mn (II), Co (II), Ni (II), and Cu (II) complexes. Said system is designed to create complexes potentially useful in anticancer applications.


, Claims:Claims
I/We Claim:
1. A system for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, the system comprising:
a reaction vessel is arranged to conduct a condensation reaction between 2-decanone and thiosemicarbazide to form said Schiff base ligand;
a microwave irradiation source configured to expose said reaction vessel to microwave irradiation for a period ranging from about 5 minutes to about 8 minutes at a temperature range from about 80°C to about 210°C;
a mixing unit combines the formed Schiff base ligand with a metal salt to form a metal complex within said reaction vessel, wherein the microwave irradiation source further configured to irradiate the combination of said Schiff base ligand and said metal salt at 200W for a duration ranging from about 4 minutes to about 12 minutes at a temperature range from about 40°C to about 130°C; and
a control unit selects a central metal ion from the group consisting of Mn (II), Co (II), Ni (II), and Cu (II) for coordination to said Schiff base ligand.
2. A method for synthesizing metal complexes of (E)-2-(decan-2-ylidene) hydrazine-1-carbothioamide Schiff base ligand, comprising:
reacting 2-decanone with thiosemicarbazide to form said Schiff base ligand through a condensation reaction;
exposing said reaction to microwave irradiation for a period ranging from about 5 minutes to about 8 minutes at a temperature range from about 80°C to about 210°C;
combining the formed Schiff base ligand with a metal salt to form a metal complex;
irradiating the combination of said Schiff base ligand and said metal salt with microwave irradiation at 200W for a duration ranging from about 4 minutes to about 12 minutes at a temperature range from about 40°C to about 130°C; and
forming metal complexes, where the central metal ion is selected from the group consisting of Mn (II), Co (II), Ni (II), and Cu (II), coordinated to said Schiff base ligand.
3. The method of claim 2, wherein said metal complexes are subjected to further analysis to determine their anticancer activity against a panel of cancer cell lines.
4. The method of claim 2, wherein said thiosemicarbazide is used in a molar excess relative to 2-decanone to drive the completion of the condensation reaction towards said Schiff base ligand.
5. The method of claim 2, further comprising the step of purifying said Schiff base ligand using crystallization or chromatography prior to combining with said metal salt.
6. The method of claim 2, wherein said metal salt is selected from metal chlorides, metal acetates, metal sulfates, or metal nitrates to provide different coordination environments for the metal complex.
7. The method of claim 2, wherein said metal salt is used in equimolar ratio to said Schiff base ligand to promote stoichiometric formation of the metal complex.
8. The method of claim 2, wherein said combining step includes the use of a solvent to dissolve both said Schiff base ligand and said metal salt, said solvent being selected from the group consisting of methanol, ethanol, dimethyl sulfoxide, and water.
9. The method of claim 2, further comprising the step of isolating said metal complex by precipitation with a non-solvent or by cooling the reaction mixture.
10. The method of claim 2, further comprising the step of characterizing the formed metal complex using at least one technique selected from the group consisting of Fourier-transform infrared spectroscopy (FTIR), nuclear magnetic resonance (NMR) spectroscopy, ultraviolet-visible (UV-Vis) spectroscopy, and single crystal X-ray diffraction (SCXRD).

Documents

Application Documents

# Name Date
1 202411014912-REQUEST FOR EARLY PUBLICATION(FORM-9) [29-02-2024(online)].pdf 2024-02-29
2 202411014912-POWER OF AUTHORITY [29-02-2024(online)].pdf 2024-02-29
3 202411014912-OTHERS [29-02-2024(online)].pdf 2024-02-29
4 202411014912-FORM-9 [29-02-2024(online)].pdf 2024-02-29
5 202411014912-FORM FOR SMALL ENTITY(FORM-28) [29-02-2024(online)].pdf 2024-02-29
6 202411014912-FORM 1 [29-02-2024(online)].pdf 2024-02-29
7 202411014912-EVIDENCE FOR REGISTRATION UNDER SSI(FORM-28) [29-02-2024(online)].pdf 2024-02-29
8 202411014912-EDUCATIONAL INSTITUTION(S) [29-02-2024(online)].pdf 2024-02-29
9 202411014912-DRAWINGS [29-02-2024(online)].pdf 2024-02-29
10 202411014912-DECLARATION OF INVENTORSHIP (FORM 5) [29-02-2024(online)].pdf 2024-02-29
11 202411014912-COMPLETE SPECIFICATION [29-02-2024(online)].pdf 2024-02-29