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Heterocyclic systems containing S/N regioselective nucleophilic competition: Facile synthesis, antitubercular and antimicrobial activity of thiohydantoins and iminothiazolidinones containing the benzo
Author(s) -
V. V. Kachhadia,
Mihir R. Patel,
H. S. Joshi
Publication year - 2005
Publication title -
journal of the serbian chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.227
H-Index - 45
eISSN - 1820-7421
pISSN - 0352-5139
DOI - 10.2298/jsc0502153k
Subject(s) - chloroacetic acid , ammonium thiocyanate , chemistry , antimicrobial , aryl , regioselectivity , medicinal chemistry , ammonium acetate , chloride , stereochemistry , organic chemistry , alkyl , catalysis , high performance liquid chromatography
The required compounds N-aryl-N'-(3-chloro-2-benzo(b)thenoyl)-thiou- reas 1a-k were prepared by condensing 3-chloro-2-benzo(b)thenoyl chloride with different arylamines using ammonium thiocyanate, which in turn when treated with chloroacetic acid, yielded 1-aryl-3-(3-chloro-2-benzo(b)thenoyl)thiohydantoins 2a-k, while in the presence of sodium acetate treated with chloroacetic acid, yielded 2-arylimino-3-(3-chloro-2-benzo(b)thenoyl)-4-thiazolidinones 3a-k. All the synthe- sized compounds were screened for their antitubercular and antimicrobial activities. Some selected compounds were selected for their further antitubercular screening.

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