Helvetica chimica acta

Sydnones as masked hydrazines for heterocycle formation: Reactions of 3??(2??substituted phenyl) sydnones with HCl

CR Gelvin, K Turnbull

Index: Gelvin, Christopher R.; Turnbull, Kenneth Helvetica Chimica Acta, 1992 , vol. 75, # 6 p. 1931 - 1943

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Citation Number: 33

Abstract

Abstract In general, reaction of 3-(2-substituted phenyl) sydnones with HCl gives products derived from cleavage of the sydnone ring to the corresponding hydrazine and subsequent cyclization to the side chain. In one case, 3-(2-aminophenyl) sydnone (43), the product obtained, l-amino-lH-benzimidazole (47), apparently results from nucleophilic interception by the side chain prior to complete cleavage of the sydnone ring.