Open AccessSynthesis and Antimicrobial Activity of 4-Oxo-Thiazolidines and 5-Arylidene Derivatives of 2-Amino-5-Ethyl-1,3,4-Thiadiazole
Author(s) -
Sunil Makwane,
S. D. Srivastava,
Rajiv Dua,
S. K. Srivastava
Publication year - 2018
Publication title -
journal of bangladesh academy of sciences
Language(s) - English
Resource type - Journals
eISSN - 2224-7270
pISSN - 0378-8121
DOI - 10.3329/jbas.v42i2.40042
Subject(s) - thioglycolic acid , chemistry , knoevenagel condensation , antimicrobial , yield (engineering) , sodium ethoxide , organic chemistry , carbon 13 nmr , proton nmr , anhydrous , medicinal chemistry , ethanol , catalysis , materials science , metallurgy
A new series of 5-benzylidene-3-(5-ethyl-[1,3,4]thiadiazol-2-yl)-2-phenyl-thiazolidin-4-ones (3a-3m) were synthesized. The reaction of thioglycolic acid with benzylidene-(5-ethyl-[1,3,4] thiadiazol-2-yl)-amine 1a in the presence of anhydrous ZnCl2 afforded the new heterocyclic compounds 5-benzylidene-3-(5-ethyl-[1,3,4] thiadiazole-yl)-2-phenyl-thiazolidin-4-one, 2a. The latter product on treatment with several selected substituted aromatic aldehydes in the presence of sodium ethoxide underwent the Knoevenagel reaction to yield 5-benzylidene-3-(5-ethyl-[1,3,4] thiadiazol-2-yl)-2-phenyl-thiazolidin-4-ones, 3a-3m. The structures of the compounds were confirmed by IR, 1H-NMR, 13C-NMR and mass spectroscopy and by chemical analysis. All the above compounds were screened for their antimicrobial activity against some selected bacteria and fungi such as E. coli, B. Subtilis, and S. Typhi bacteria and A.niger, A. Flavus and F. oxisporium Fungi.
Journal of Bangladesh Academy of Sciences, Vol. 42, No. 2, 155-170, 2018