FIELD OF THE INVENTION
The present invention in general relates to process for the synthesis of novel organic compounds. More particularly, the present invention relates to process for the synthesis of 1-benzoyl-3-(2-pyrimidyl) thiourea compound which is newly synthesized by reacting equimolar quantities of 2-aminopyrimidine and benzyl isothiocyanate . This newly synthesized organic reagent has been used for extraction and determination of trace amount of metal ions by forming their coloured complexes and also shows antibacterial properties.
BACKGROUND OF THE INVENTION
Thiourea, having a considerably wide range of applications, is a functional organic compound similar to urea, except that the oxygen atom is replaced by a sulfur atom. The properties of urea and thiourea differ significantly because of the difference in electronegativity between sulfur and oxygen.
References have been made to the following patents/publications below:
CN101531622 A relates to the invention discloses a microwave synthesis method for 1-benzoyl-3-substituted phenylthiourea, which comprises the following two steps: firstly, synthesis of isorhodanic ester, namely adding benzoyl chloride and ammonium thiocyanate into a reactor according to the mol ratio of 1:1.5, taking acetone as a solvent, radiating the mixture for 5 minutes in 40 to 60 W microwaves, and filtering undissolved substances; and secondly, synthesis of acyl thiourea, namely adding substituted aniline into the filtrate according to the mol ratio of the benzoyl chloride to the substituted aniline of 1:1, radiating the mixture for 8 to 12 minutes in 50 to 60 W microwaves, steaming the solvent by water bath to obtain solid, and recrystallizing to obtain a crystal. The synthesis method adopts the two-step reaction under microwave radiation, and has the advantages of high reaction speed, short reaction time, and the product yield over 75 percent.
US 4,434,167 relates to the pyrimidyl thioureas of the formula ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 individually represent hydrogen, halogen, a linear or branched alkoxy group, or a linear or branched alkyl group, said groups having 1 to 8 carbon atoms, and their pharmaceutically acceptable salts. These compounds are useful for the treatment of hyperlipidemia and hypertension.
Compositions containing these compounds as well as methods of use and preparation thereof are also disclosed.
EP1042276 (B1 provides compounds of formula (I). The present invention also provides methods of treating or preventing inflammation or atherosclerosis, and a pharmaceutical composition that contains a compound of formula (I).
US 7,115,745 directed to a new class of 6- benzyl urea/thiourea-quinolin-2-one derivatives and 2- oxo-6-benzylurea/thiourea-chromene derivatives. These compound are androgen antagonists and are useful in the treatment of alopecia, acne and other conditions associated with inappropriate activation of the androgen receptor.
The article entitled “Antimicrobial Activity of Some Thiourea Derivatives and Their Nickel and Copper Complexes “ shows the five thiourea derivative ligands and their Ni2+ and Cu2+ complexes have been synthesized. The compounds were screened for their in vitro anti-bacterial activity using Gram-positive bacteria (two different standard strains of Staphylococcus aureus, Staphylococcus epidermidis, Enterococcus faecalis, Streptococcus pyogenes, Bacillus cereus) and Gram-negative bacteria (Esherichia coli, Pseudomonas aeruginosa, Enterobacter cloacae, Proteus vulgaris, Enterobacter aerogenes) and in vitro anti-yeast activity (Candida albicans, Candida krusei, Candida glabrata, Candida tropicalis, Candida parapsilosis). The minimum inhibitory concentration was determined for all ligands and their complexes. In vitro anti-yeast activity of both ligands and their metal complexes is greater than their in vitro anti-bacterial activity. The effect of the structure of the investigated compounds on the antimicrobial activity is discussed.( Hakan Arslan, Department of Natural Sciences, Fayetteville State University, Fayetteville, NC 28301, USA, 2009)
Thus in the view of above prior art, there are number of recent publications and patents have been reported in the prior art relates to the synthesis process for theorem. But none of the method is related to the process for the synthesis of 1- benzoyl-3-(2-pyrimidyl) thiourea compound and moreover already stated methods known in the prior art produces low yield and method is also complicated compare to the present invention.
Hence the present invention relates to the more economical process for the synthesis of new class of organic 1- benzoyl-3-(2-pyrimidyl) thiourea compound.
OBJECT OF THE INVENTION
The principal objective of the present invention is to provide a process for synthesis of new class of pyrimidyl substituted thiourea which is 1- benzoyl-3-(2-pyrimidyl) thiourea compound.
Another objective of the present invention is to provide a compound 1- benzoyl-3-(2-pyrimidyl) thiourea that can be used as photometric reagent for the trace determination of metal such as Cu(II), Ni(II), Fe(III), Co(II), V(V) and U(VI).
Yet another objective of the present invention is to provide a compound which act as antibacterial agent and antiviral agent.
Still another objective of the present invention is to provide a compound which possess antibacterial potentiality against gram positive and gram negative bacteria Yet another objective of the present invention is to provide an economical process for preparing1- benzoyl-3-(2-pyrimidyl) thiourea compound.
Still another objective of the present invention is to provide a compound which has insecticides and pesticides property.
SUMMARY OF THE INVENTION
The present invention provides a process for the synthesis of 1- benzoyl-3-(2-pyrimidyl) thiourea compound which is newly synthesized by reacting equimolar quantities of 2- aminopyrimidine and benzyl isothiocyanate.
Structure

In an aspect, embodiment of the present invention, process for the synthesis of novel compound comprising the steps in which 2 amino pyrimidine is dissolved completely in alcohol, taken in a three necked flask of 500 ml capacity, which is fitted with a reflux condenser, mechanical stirrer and a dropping funnel.
In another embodiment of the present invention, adding 10 ml solution of benzoyl isothiocyanate with continuous stirring in a mixture and the mixture so obtained is refluxed for about half an hour.
In yet another embodiment of the present invention, resulting solution is poured carefully with stirring into 500 ml beaker containing ice cold distilled water and the solution is further ice cooled for half an hour for maximum precipitation of the compound.
In still another embodiment of the present invention, light brown colored mass thus obtained is filtered off under suction and this precipitate is first boiled with sodium hydroxide solution and is filtered.
In yet another embodiment of the present invention, filtrate is neutralized by adding required quantity of conc. HCl and in the last is made slightly basic by adding ammonium hydroxide and is kept for an hour to get crystalline product.
In still another embodiment of the present invention, the product obtained is recrystallized with alcohol and light brown crystals are obtained which are dried and collected and obtained yield is 10.2 gm.
Additional aspects, advantages, features and objects of the present disclosure would be made apparent from the drawings and the detailed description of the illustrative embodiments construed in conjunction with the appended claims that follow.
It will be appreciated that features of the present disclosure are susceptible to being combined in various combinations without departing from the scope of the present disclosure as defined by the appended claims.
BRIEF DESCRIPTION OF THE DRAWINGS
The summary above, as well as the following detailed description of illustrative embodiments, is better understood when read in conjunction with the appended drawing. For the purpose of illustrating the present disclosure, exemplary constructions of the disclosure are shown in the drawing. However, the present disclosure is not limited to specific instrumentalities disclosed herein. Moreover, those in the art will understand that the drawings are not to scale. Wherever possible, like elements have been indicated by identical numbers.
Embodiments of the present disclosure will now be described, by way of example only, with reference to the following diagram wherein:
Fig. 1 illustrates the graphical representation of infra-red Spectra of 1- benzoyl-3-(2-pyrimidyl) thiourea, in an embodiment of the present invention.
DETAILED DESCRIPTION
As required, detailed embodiments of the present disclosure are disclosed herein; however, it is to be understood that the disclosed embodiments are merely exemplary of the disclosure which may be embodied in various forms. Therefore, specific structural and functional details disclosed herein are not to be interpreted as limiting, but merely as a basis for the claims and as a representative basis for teaching one skilled in the art to variously employ the present disclosure in virtually any appropriately detailed structure.
Various other objects, advantages, and features of the disclosure will become more readily apparent to those skilled in the art from the following detailed description when read in conjunction with the accompanying drawings, in which like reference numerals designate like parts throughout the figures thereof.
The present invention relates to the process for the synthesis of 1- benzoyl-3-(2-pyrimidyl) thiourea compound which is newly synthesized by reacting equimolar quantities of 2- aminopyrimidine and benzyl isothiocyanate . The preparation of new class of pyrimidyl substituted thiourea i.e. 1- benzoyl-3-(2-pyrimidyl) thiourea can be used as photometric reagent for the trace determination of Cu(II), Ni(II), Fe(III), Co(II), V(V) and U(VI) and is used widely as antibacterial agent.
Accordingly, in the present invention the 1- benzoyl-3-(2-pyrimidyl) thiourea is prepared by reacting equimolar quantities of 2- aminopyrimidine and benzyl isothiocyanate.
The method for the preparation of 1- benzoyl-3-(2-pyrimidyl) thiourea is used 2 –amino pyrimidine (8.5 gm) which is dissolved completely in approx 30 ml of alcohol, taken in a three necked flask of 500 ml capacity, which is fitted with a reflux condenser, mechanical stirrer and a dropping funnel. To this, 10 ml solution of benzoyl isothiocyanate is added with continuous stirring. The mixture so obtained is refluxed for about half an hour. Then, resulting solution is poured carefully with stirring into 500 ml beaker containing ice cold distilled water. Solution is further ice cooled for half an hour for maximum precipitation of the compound. The Light brown colored mass thus obtained is filtered off under suction. This precipitate is first boiled with sodium hydroxide solution and is filtered. Then the filtrate is neutralized by adding required quantity of conc. HCl and in the last is made slightly basic by adding ammonium hydroxide and is kept for an hour to get crystalline product. The mixture is then recrystallised with alcohol and light brown crystals are obtained which are dried and collected and obtained yield about 10.2 gm.
Various metal ions form complexes with pyrimidyl thioureas. The formation of metal complexes plays an important role in analytical characteristics of pyrimidyl thioureas which are of great use in detection and quantitative determination of metal ions.
A) The reactions of various metal ions with 1 - benzoyl-3-(2-pyrimidyl) thiourea are:
S. No Metal Ion pH Colour of complex
1 Sn (II) 1.5-4.0 GREY
2 Zn (II) 3.0-6.5 DIRTY WHITE
3 Ni(II) 2.5-5.0 DIRTY GREY
4 Cu (II) 2.5-6.5 ORANGE
5 Pd (II) 2.5-5.5 LIGHT BROWN
6 Mn(II) 3.0-6.0 INTENSE GREEN
7 Cr (III) 2.0-4.0 WHITE

B) Physical characteristics and Elemental Analysis of 1- benzoyl-3-(2-pyrimidyl) thiourea
1. Structure

2. Melting Point: 1800C
3. Colour of crystals: Shining Yellow needles
4. Elemental analysis
Elemental Analysis
Required Found
C H N S O C H N S O
52.59 04.24 21.62 13.35 06.17 52.5 04.38 21.43 13.26 06.14

C) Infra-red Spectra of 1- benzoyl-3-(2-pyrimidyl) thiourea as shown in FIG. 1

The following examples are given by way of illustration of the present invention and should not be construed to limit the scope of the present invention.
EXAMPLE-1
Method for the synthesis of 1- benzoyl-3-(2-pyrimidyl) thiourea 1-benzoyl-3-(2-pyrimidyl) thiourea was prepared by reacting equimolar quantities of 2- aminopyrimidine and benzyl isothiocyanate 2-amino pyrimidine (8.5 gm) was dissolved completely in approx 30 ml of alcohol, taken in a three necked flask of 500 ml capacity, which is fitted with a reflux condenser, mechanical stirrer and a dropping funnel. To this, 10 ml solution of benzoyl isothiocyanate was added with continuous stirring. The mixture so obtained was refluxed for about half an hour. Then, resulting solution was poured carefully with stirring into 500 ml beaker containing ice cold distilled water. Solution was further ice cooled for half an hour for maximum precipitation of the compound. Light brown colored mass thus obtained was filtered off under suction. This precipitate was first boiled with sodium hydroxide solution and is filtered. Then the filtrate was neutralized by adding required quantity of conc. HCl and in the last is made slightly basic by adding ammonium hydroxide and is kept for an hour to get crystalline product. It was recrystallised with alcohol. Light brown crystals were obtained which were dried and collected.
APPLICATION
1-benzoyl-3-(2-pyrimidyl) thiourea shows wide application as
• corrosion inhibitor;
• antiviral agents;
• insecticides, pesticides;
• anti tuberculotic agent; and
• shows antibacterial properties against gram positive and gram negative bacteria.
Advantageously, the compound can be used as excellent insecticide and pesticide and possess antibacterial potentiality against gram positive and gram negative bacteria and act as good antiviral compound. This reagent can also use as excellent organic reagent due to its extensive analytical importance for the determination of various metal ions and shows wide biocidal applications.
Numerous modifications and adaptations of the system of the present invention will be apparent to those skilled in the art, and thus it is intended by the appended claims to cover all such modifications and adaptations which fall within the true spirit and scope of this invention.
While the disclosure has been presented with respect to certain specific embodiments, it will be appreciated that many modifications and changes may be made by those skilled in the art without departing from the spirit and scope of the disclosure. It is intended, therefore, by the appended claims to cover all such modifications and changes as fall within the true spirit and scope of the disclosure.

What is claimed is:
1. A process for the synthesis of 1- benzoyl-3-(2-pyrimidyl) thiourea compound by reacting equimolar quantities of 2- aminopyrimidine and benzyl isothiocyanate comprising steps of:
a. the 2 –amino pyrimidine is dissolved completely in organic solvent;
b. adding 10 ml solution of benzoyl isothiocyanate with continuous stirring and mixture so obtained is refluxed for about half an hour;
c. ice cooling the solution for half an hour for maximum precipitation of the compound;
d. obtaining a light brown colored mass is filtered off under suction and the precipitate is first boiled with sodium hydroxide solution and is filtered;
e. obtaining a filtrate is neutralized by adding required quantity of conc. HCl and in the last is made slightly basic by adding ammonium hydroxide and is kept for an hour to get crystalline product;
f. final obtained product is further recrystallized with organic solvent; and
g. Obtain light brown crystals which are dried and collected,
wherein the structure of the 1- benzoyl-3-(2-pyrimidyl) thiourea is:

2. The process for the synthesis as claimed in claim 1, wherein the 2 –amino pyrimidine (8.5 gm) is dissolved completely in approx 30 ml of alcohol, taken in a three necked flask of 500 ml capacity, which is fitted with a reflux condenser, mechanical stirrer and a dropping funnel.
3. The process for the synthesis as claimed in claim 1, wherein the organic solvent used in the synthesis is alcohol.
4. The process for the synthesis as claimed in claim 1, wherein the light brown crystals obtained yield of about 10.2 gm.