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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

Kachhadia V.V. (Saurashtra University - Department of Chemistry, Gujarat, India)
Patel M.R. (Saurashtra University - Department of Chemistry, Gujarat, India)
Joshi H.S. (Saurashtra University - Department of Chemistry, Gujarat, India)

The required compounds N-aryl-N'-(3-chloro-2-benzo[b]thenoyl)-thioureas 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 synthesized compounds were screened for their antitubercular and antimicrobial activities. Some selected compounds were selected for their further antitubercular screening.

Keywords: iminothiazolidinone, thiohydantoin, antitubercular activity, antimicrobialactivity.