Synthesis and Biological Study of Some 4-oxo-Thiazolidine Derivatives of 2-Aminothiazole  

作　　者：Samadhiya Pushkal Sharma Ritu Srivastava Santosh K. Srivastava Savitri D. 

机构地区：[1]Synthetic Organic Chemistry Laboratory, Department of Chemistry, Dr. H.S. Gour University (A Central University), Sagar, M.P., 470003 India

出　　处：《Chinese Journal of Chemistry》2011年第5期1001-1010,共10页中国化学（英文版）

摘　　要：Conventional and microwave assisted synthesis of new series of N-[2-{2-（substituted phenyl）-4-oxo- 5-（substituted benzylidene）-1,3-thiazolidine}-iminoethyl]-2-aminothiazole 5a-Sin have been developed. The cycloaddition reaction of thioglycolic acid with N-{2-（substituted benzylidenehydrazino）-ethyl}-2-aminothiazole 3a--3m in the presence of anhydrous ZnC12 afforded new heterocyclic compounds N-[2-{2-（substituted phenyl）- 4-oxo-l,3-thiazolidine}-iminoethyl]-2-aminothiazole 4a---4m. The later product on treatment with several selected substituted aromatic aldehydes in the presence of C2HsONa undergoes Knoevenagel reaction to yield 5a--Sin. The structures of compounds 1, 2, 3a--3m, 4a---4m and 5a--Sm were confirmed by IR, IH NMR, 13C NMR, FAB-Mass and chemical analysis. All above compounds were screened for their antimicrobial activities against some selected bacteria and fungi and antituberculosis study against M. tuberculosis.Conventional and microwave assisted synthesis of new series of N-[2-{2-（substituted phenyl）-4-oxo- 5-（substituted benzylidene）-1,3-thiazolidine}-iminoethyl]-2-aminothiazole 5a-Sin have been developed. The cycloaddition reaction of thioglycolic acid with N-{2-（substituted benzylidenehydrazino）-ethyl}-2-aminothiazole 3a--3m in the presence of anhydrous ZnC12 afforded new heterocyclic compounds N-[2-{2-（substituted phenyl）- 4-oxo-l,3-thiazolidine}-iminoethyl]-2-aminothiazole 4a---4m. The later product on treatment with several selected substituted aromatic aldehydes in the presence of C2HsONa undergoes Knoevenagel reaction to yield 5a--Sin. The structures of compounds 1, 2, 3a--3m, 4a---4m and 5a--Sm were confirmed by IR, IH NMR, 13C NMR, FAB-Mass and chemical analysis. All above compounds were screened for their antimicrobial activities against some selected bacteria and fungi and antituberculosis study against M. tuberculosis.

关 键 词：conventional microwave SYNTHESIS 2-AMINOTHIAZOLE 4-oxo-thiazolidine ANTIMICROBIAL ANTITUBERCULAR 

分 类 号：O625.63[理学—有机化学] TQ225.241[理学—化学]