The conversion of [(4-chloro-5 H-1, 2, 3-dithiazol-5-ylidene) amino] azines into azine fused thiazole-2-carbonitriles

PA Koutentis, M Koyioni, SS Michaelidou

Index: Koutentis, Panayiotis A.; Koyioni, Maria; Michaelidou, Sophia S. Organic and Biomolecular Chemistry, 2013 , vol. 11, # 4 p. 621 - 629

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Abstract

The thermolysis of several N-(4-chloro-5H-1, 2, 3-dithiazol-5-ylidene) pyridin-n-amines (where n= 2, 3 and 4) gives a mixture of thiazolopyridine-2-carbonitriles in low to moderate yields. Introduction, by design, of a chlorine substituent at the C2 or C4 position of N-(4- chloro-5H-1, 2, 3-dithiazol-5-ylidene) pyridin-3-amine and other selected azines enables a BnEt3NI mediated ANRORC style ring transformation that provides fourteen heteroazine ...