NITROIMIDAZOLES 111. [I]. SYNTHESIS, ANTIBACT - ERIAL AND ANTIFUNGAL ACTIVITY OF ZMETHYL - SU LFONYL -5 -(I-METHYL -5- NITRO-2- IMIDAZOLYL) 1,3,4-THIADIAZOLE

Abstract

2- Methylsulfonyl - 5- (1-methyl-5-nitro- 2 – imidazolyl ) 1,3,4 - thiadiazole ( 1 ) was prepared by twa independent routes.1) reaction of 1-methyl-2-formyl-5- nitroimidazole (3) with methyl hydrazinecarbodithioate gave the hydrazone 4. Reaction of compound 4 with acetic anhydride followed by potassium permanganate oxidation of the intermediate 5 gave the desired compound 1. 2) Reaction of thiourea with 2–chloro–5-(l-methyl-5-nitro-2-imidazolyl) 1,3, 4 – thiadiazole (7) gave the thiol 8. Reaction of the latter with methyl iodide in alkaline medium followed by potassium permanganate oxidation afforded also compound 1. The antibacterial and antifungal activity of compound 1 against a number of microorganisms were determined .Compound 1 showed significant antibacterial and antifungal activity