Synthesis and antimicrobial screening of 5-arylidene-2-imino-4- thiazolidinones

Abstract

The condensation of 2-aminobenzothiazole-6-carboxylic acid (1) with chloroacetyl chloride in refluxing chloroform in the presence of anhydrous K2CO3 gives 2-(2-chloroacetylamino)benzothiazole-6- carboxylic acid (2). Compound (2) on treatment with KSCN in refluxing acetone yields 2-(2-imino-4-oxo-thiazolidin-3-yl)benzothiazole-6-carboxylic acid (3). Compound (3) on condensation with various aromatic aldehydes affords a series of 2-[5-(arylidene)-2-imino-4-oxo-thiazolidin-3-yl]benzothiazole-6-carboxylic acid (4a-h). The synthesized compounds (4a-h) are screened for their antibacterial as well as antifungal activity. All the tested compounds show slight to moderate activity against the selected microorganisms. ©ARKAT USA, Inc.