Synthesis and Antibacterial Evaluation of 1,3-Benzoxazepine-1,5-diones bearing Benzothiazole Moiety

Abstract

Azo-aldehyde derivative (2) was prepared through reaction of 2-hydroxybenzaldehyde with diazonium ion generated from 2-aminobenzothiazole (1). The producing aldehyde (2) was then treated with some anilines consisting (4-nitroaniline, 3-nitroaniline, 4-aminophenol, 4-methoxyaniline, 4-bromoaniline, 4-chloroaniline and 2,4-dichloroaniline) by (MW) method to give seven Schiff bases (3a-g). Cyloaddition reactions of Schiff bases (3a-g) and phthalic anhydride utilizing (MW) means in dry benzene yielded seven new 1,3-benzoxazepine-1,5-diones (4a-g) carrying the unit of benzothiazole. Determination of verves of final benoxazepines athwart bacteria done on Staphylococcus aurous (Gram-positive) and Escherichia coli (Gram-negative). The outputs showed that all benzoxazepine compounds exhibited greater activity to standard antibiotic (gentamycin) athwart Staphylococcus aurous. Moreover, the benzoxazepines (4a, 4b, 4c, 4d, 4e and 4g) appeared best activity athwart Escherichia coli comparably with that of standard antibiotic.

Synthesis, Characterization of New Phenylene Bis Tetrazole and Bis Benzoxazepinedione Derivatives from some Bis Imines with its Biological Activity Assessment.

“…Schiff bases are also promising compounds in antiviral drug design and discovery [3]. They have been shown to possess antibacterial, anticonvulsant, antidepressant, anticancer, antihypertensive, antipyretic, analgesic, sedative, hypnotic, and anti-HIV properties [4]. Schiff bases are typically obtained by facile condensation between an aldehyde or a ketone with primary amines [1].…”