Synthesis of heterocycles. Part II. New routes to acetylthiadiazolines and alkylazothiazoles

NF Eweiss, A Osman

Index: Eweiss, N.F.; Osman, A. Journal of Heterocyclic Chemistry, 1980 , vol. 17, p. 1713 - 1717

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Citation Number: 153

Abstract

Abstract Methylglyoxalyl chloride arylhydrazones (III) react with an ethanolic solution of thiourea to give 2-amino-4-methyl-5-arylazothiazoles (XII) instead of the expected 2-acetyl-4- aryl-5-imino-Δ 2-1, 3, 4-thiadiazolines (V) which were obtained from III and potassium thiocyanate. 3-Thiocyanato-2, 4-pentanedione (IV) coupled with diazotized anilines to give V. The postulated routes to formation of V and XII from III are given. Nitrosation of V gave ...