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 ...
[Zahra, Jalal A.; Thaher, Bassam A. Abu; El-Abadelah, Mustafa M.; Boese, Roland Organic and Biomolecular Chemistry, 2005 , vol. 3, # 14 p. 2599 - 2603]