Synthesis of 2-azido-1-methylaminobenzimidazole

Article abstract of DOI:10.1007/BF02323382

1-Methylamino-2-hydrazinobenzimidazole was synthesized by the sequential action of hydrogen peroxide and hydrazine hydrate on 1-(acetylmethylamino)benzimidazoline-2-thione. Nitrosation of the former with nitrous acid led to 2-azido-1-(nitrosomethylamino)benzimidazole, which exists as a mixture of s-cis and s-trans conformers with hindered rotation about the N-NO bond. 2-Azido-1-methylaminobenzimidazole was obtained by treatment of the nitrosation product with conc. hydrochloric acid. 1999 KluwerAcademic/Plenum Publishers.