Synthesis of 2-[(1-Phenyl) (Aryl) Azo] methyleneimino -6-chloro/ fluoro benzothiazoles and their antibacterial activity

Abstract

6-Chloro-2-aminobenzothiazole (1) on treatment with hydrazine hydrate and HCl gave 6-chloro-2-hydrazinobenzothiazole (2), which on condensation with substituted aromatic aldehydes affords aryl substituted (6-chloro-1, 3,-benzothiazole-2-yl) hydrazone (3). The latter on treatment with aryl diazonium chloride at 0-5 o c furnishes respective 2-[(1-phenyl/ aryl) azo] methyleneimino-6-chlorobenzothiazoles (4). The antibacterial activities of these compounds have been assayed against various Gram -ve, Gram +ve and fungal organisms. The constitutions of the products have been elucidated by IR, NMR spectral data and elemental analysis.