Synthesis of some new arylidenes-substituted phenyl-1,3,4-thiadiazol-4-oxothiazolidines : Antimicrobial and diuretic activities

Synthetic Organic Chemistry Laboratory, Department of Chemistry, Dr. H. S. Gour University, Sagar-470 003, Madhya Pradesh, India E-mail: professorsks@rediffmail.com Manuscript received 9 January 2007, revised 21 August 2007, accepted 16 October 2007 A series of new [2-(substituted aryl)-3-{5-(substituted phenyl)-1,3,4-thiadiazol}]-4-oxo-thiazolidines, 3(ao) have been synthesized via the condensation of 5-(substituted phenyl)-2-(2-substituted benzylidene amino)-1,3,4- thiadiazoles, 2(a-o) with thioglycolic acid. The compounds 2(a-o) were synthesized from 5-(substituted phenyl)-2- amino-1,3,4-thiadiazole, l(a-c) with various aromatic aldehydes which itself was prepared from substituted aromalic acid(s) using thiosemicarbazide. The compounds 3(a-o) on treatment with various aromatic aldehydes afforded [5- (substituted arylidenes)-2-(substituted aryl)-3-{ 5-(substituted phenyl)-1 ,3,4-thiadiazol }1-4-oxo-thiazolidines, 4(a-o). The structures of all the synthesized compounds have been determined by spectral and chemical methods. The compounds 2, 3 and 4 were screened for their antifungal and antibacterial activities against E. coli, S. typhimurium and B. subtilis bacteria and R. oryzae, C. albicans and A. niger fungi and diuretic activity on adult male rats