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Synthesis and Biological Study of Some 4‐oxo‐Thiazolidine Derivatives of 2‐Aminothiazole
Author(s) -
Samadhiya Pushkal,
Sharma Ritu,
Srivastava Santosh K.,
Srivastava Savitri D.
Publication year - 2011
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201190171
Subject(s) - chemistry , thiazolidine , thioglycolic acid , knoevenagel condensation , yield (engineering) , organic chemistry , anhydrous , antimicrobial , medicinal chemistry , stereochemistry , catalysis , materials science , metallurgy
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–5m have been developed. The cycloaddition reaction of thioglycolic acid with N ‐{2‐(substituted benzylidenehydrazino)‐ethyl}‐2‐aminothiazole 3a–3m in the presence of anhydrous ZnCl 2 afforded new heterocyclic compounds N ‐[2‐{2‐(substituted phenyl)‐4‐oxo‐1,3‐thiazolidine}‐iminoethyl]‐2‐aminothiazole 4a–4m . The later product on treatment with several selected substituted aromatic aldehydes in the presence of C 2 H 5 ONa undergoes Knoevenagel reaction to yield 5a–5m . The structures of compounds 1 , 2 , 3a–3m , 4a–4m and 5a–5m were confirmed by IR, 1 H NMR, 13 C 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 .