Hydrazonoyl halides as precursors for synthesis of novel bioactive thiazole and formazan derivatives

Abstract

A new series of substituted 4-methyl-5-(arylazo)-2-[N'-(6,7,8,9-tetrahydro- benzocyclohepten-5-ylidene)-hydrazino]-thiazoles and 5-(arylhydrazono)-2-[N'-(6, 7,8,9-tetrahydro-benzocyclohepten-5-ylidene)-hydrazino]-thiazol-4-one were prepared by reaction of hydrazonoyl chlorides with a thiosemicarbazone derivative. The tautomeric structures of the products were studied using electronic absorption and NMR spectroscopy. The site-selectivities of the reactions of hydrazonoyl halides with benzocyclohepten-5-one hydrazone were also investigated. In addition, the antimicrobial activity of some of the products was evaluated. Many derivatives have promising activities against antibacterial and antifungal species.