3-Mercaptopropionic acid–nitrile imine adducts. An unprecedented cyclization into 1, 3, 4-thiadiazol-2 (3 H)-ones and-2 (3 H)-thiones

JA Zahra, BAA Thaher, MM El-Abadelah…

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

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Citation Number: 5

Abstract

3-Mercaptopropionic acid–nitrile imine acyclic adducts (6a–c) undergo cyclocondensation with 1, 1′-carbonyldiimidazole to afford the respective 1, 3, 4-thiadiazol-2-(3H)-ones (7a– c). Corresponding 1, 3, 4-thiadiazol-2 (3H)-thiones (8a–c) were likwise produced from 6a–c and 1, 1′-thiocarbonyldiimidazole, with consequent elimination of the propionate moiety. The constitution of these heterocyclic products follows from analytical and spectral data ...