Conventional and Microwave Induced Synthesis of 4-Oxo-Thiazolidine Derivatives and Their Biological Activities

Abstract

An efficient route for the synthesis of new series of N1-[2-{2-(substituted phenyl)-4-oxo-5-(substituted benzylidene)-1,3-thiazolidine}-iminoethyl]-1,2,3-benzotriazoles 5a–5j has been developed. The cycloaddition reaction of thioglycolic acid with N1-{2-(substituted benzylidenehydrazino)-ethyl}-1,2,3-benzotriazoles 3a–3j in the presence of anhydrous ZnCl2 afforded new heterocyclic compounds N1-[2-{2-(substituted phenyl)-4-oxo-1,3-thiazolidine}-iminoethyl]-1,2,3-benzotriazoles 4a–4j. The latter product on treatment with several selected substituted aromatic aldehydes in the presence of C2H5ONa undergoes Knoevenagel reaction to yield 5a–5j. The structure of compounds 1, 2, 3a–3j, 4a–4j and 5a–5j were deduced by IR, 1H NMR, 13C NMR, FAB-Mass and chemical analysis. All the compounds were screened for their antimicrobial activity against some selected bacteria and fungi and antituberculosis study against M.tuberculosis.