Synthesis of Some Novel Benzo 1,3,6-Thiadiazepines, their Antimicrobial Activity and Isomerization Into Benzo-1,3,5-Triazepines


Pradip P. Deohate* and B. N. Berad
Post Graduate Department of Chemistry, Shri Shivaji Science College, Amravati- 444 603 (India)

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ABSTRACT:

Benzo- (4,5-d)-2,7-diaryl/alkylimino-1,3,6-thiadiazepines (|||a-g) have been synthesized by the oxidative cyclisation of some substituted 1,2-bis (aryl/alkyl thiocarbamido-N-) benzene (||a-g) using alkaline ethanolic solution of iodine in presence of potassium iodide. Compounds (|||a-g) on acylation with acetic anhydride and glacial acetic acid in 1:2 ratio afforded 3,6-diacetyl derivatives (IVa-g) on reaction with sodium nitrite in 1:2 ratio in acidic medium afforded 3,6-dinitroso derivatives (Va-g) and on boiling with aqueous ethanolic sodium hydrozide solution isomerized into corresponding benzo-1,3,5-triazepines (VIa-g). The title compounds were assayed for their antimicdrobial activity against Gram-positive and Gram-negative microorganisms.

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