Reductive smiles rearrangement of 1-[(5-chloro-2-nitrophenyl) sulfonyl]-1H-pyrrole-2-carbohydrazide to 1-amino-6-chloro-2-(1H-pyrrol-2-yl) benzimidazole

R Silvestri, A Pifferi, G De Martino, S Massa…

文献索引：Silvestri, Romano; Pifferi, Augusto; De Martino, Gabriella; Massa, Silvio; Saturnino, Carmela; Artico, Marino Heterocycles, 2000 , vol. 53, # 10 p. 2163 - 2174

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被引用次数: 14

摘要

Abstract Treatment of 1-[(5-chloro-2-nitrophenyl) sulfonyl]-1H-pyrrole-2-carbohydrazide with powdered iron in glacial acetic acid afforded 1-amino-6-chloro-2-(1H-pyrrol-2-yl) benzimidazole as the sole product. This compound was also obtained by iron-acetic acid reduction of 1-(5-chloro-2-nitrophenyl)-1H-pyrrole-2-carbohydrazide. Splitting of the sulfone group occurred only in the presence of the carbohydrazide group. In fact, iron-acetic acid ...