Synthesis of Some New 1,2,3,4-Tetrahydropyrimidine-2- thiones and Their Thiazolo[3,2-a]pyrimidine Derivatives as Potential Biological Agents

Abstract

Some new N-(4-chlorophenyl)-6-methyl-4-aryl-2-thioxo-1,2,3,4-tetrahydro pyrimidine-5-carboxamide 4(a–h) were synthesized by the reaction of N-(4-chlorophenyl)-3-oxobutanamide, thiourea and different aromatic aldehydes. The synthesis of N-(4-chlorophenyl)-7-methyl-5-aryl-2,3-dihydro-5H-thiazolol[3,2-a]pyrimidine-6-carboxamide 5(a–h) was accomplished by cyclocondensation of 1,2,3,4-tetrahydropyrimidine-2-thiones 4(a–h) and 1,2-dibromoethane. The structures of these compounds have been proved by IR, ¹H-NMR, and Mass spectral studies. Synthesized compounds 4(a–h) and 5(a–h) were evaluated for their antimicrobial activities. Some of the compounds exhibited significant inhibition on bacterial and fungal growth as compared to standard drugs.

Keywords:

• 1,2,3,4-Tetrahydropyrimidine-2-thiones
• antimicrobial activity
• spectral analysis
• synthesis
• thiazolo[3,2-a]pyrimidines

Acknowledgments

We are thankful to the Department of Chemistry, Saurashtra University, Rajkot, for providing the facilities and the Department of Biochemistry, for antimicrobial evaluation. We are also thankful to CIL, SAIF, Chandigarh, for providing ¹H NMR spectral analyses of compounds.