1-Amino-6-chloro-2-(1H-pyrrol-2-yl)benzimidazole (RS 1350)
Abstract
The title compound (RS 1350), C11H9ClN4, was recently synthesized by a Smiles rearrangement of 1-[(5-chloro-2-nitrophenyl)sulfonyl]-1H-pyrrole-2-carbohydrazide or 1-(5-chloro-2-nitrophenyl)-1H-pyrrole-2-carbohydrazide in powdered iron–glacial acetic acid medium. From the crystallographic analysis, it is observed that, in the title compound, the benzimidazole moiety is planar and forms a dihedral angle of 3.8 (2)° with the pyrrole ring. The near planarity of the two rings indicates an extended conjugation.