IJFANS International Journal of Food and Nutritional Sciences

ISSN PRINT 2319 1775 Online 2320-7876

Synthesis of 2-[substituted phenyl]-3-[(6-methoxy-4-nitro-1,3-benzothiazol-2-yl) amino]-1,3-thiazolidin-4-one

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T. M. Bhagat, S. B. Waghmare

Abstract

4-thiazolidinone ring is reported to possess significant antitubercular, antibacterial & antifungal activities. 2-nitro-4-methoxy aniline (1), which is derivative of aniline have been found to be biologically interesting compound for many years. From this aniline derivative first we have synthesized 2-amino-4-nitro-6-methoxy benzothiazole (2) which is then treated with hydrazine hydrate to form 2-hydrazino-4-nitro-6-methoxy benzothiazole (3). Compound (3) condensed with 4-dimethylamino benzadehyde, 4-nitro benzaldehyde, 4-chloro benzaldehyde, 4-hydroxy benzaldehyde, 3-hydroxy Benzaldehyde and 2-nitro benzaldehyde to form corresponding hydrazone (4a-4f). These hydrazone heated with mercapto acetic acid by using DMF as solvent and Pinch of anhydrous ZnCl2 for 5-6 hours, to afford 3-[(4-nitro-6-methoxy-1,3-benzothiazol-2-yl)-amino]-2-aryl-1,3-thiazolidin-4-one (5a-5h). These newly synthesized 4-thiazolidinone compounds screened for their antibacterical activity.

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