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.

Synthesis and Crystal Structures of Some New 2-(Diphenylamino)-4,5-Disubstituted Thiazole Derivatives

“…They exhibit important biological activities such as antitumour, antifungal, antibiotic, antiviral and antibacterial properties. [1][2][3][4][5][6] In nature, the thiazolium ring is the chemically active centre in the coenzyme derived from vitamin B 1 . 7 Synthetic thiazoles also occupy a prominent position in drug discovery processes and this ring system is found in a number of marketed drugs.…”