Abstract
Reactions of 2-azido-1-methylbenzimidazole (I) with such reagents as aluminum chloride in toluene, thiobenzophenone, hydrogen bromide, and acetic anhydride were investigated and compared with those of phenyl azide. In reaction of I with acetic anhydride, 3-acetyl-1-methyl-2-benzimidazolinone (VI) and 6-acetoxy-2-diacetylamino-1-methylbenzimidazole (VII) were obtained and its reaction mechanism was discussed. Bromination of 2-amino-1-methylbenzimidazole (IIIa) with bromine in glacial acetic acid selectively occurred at C6-position and this selectivity was also discussed.
