Formation of a 4H-cyclopenta-1,2,3-thiadiazole by rearrangement of a transient N-(thionitroso)cyclopenta-2,4-diene-1-imine
Abstract
1-Diazo-2,3,4,5-tetrachlorocyclopenta-2,4-diene, 2, reacts with sulfur dichloride or with disulfur dichloride to form 4,4,5,6-tetrachloro-4H-cyclopenta-1,2,3-thiadiazole, 6, most likely via a transient N-(thionitroso)cyclopenta-2,4-diene-1-imine, 4.