Imidazole → HCID 20251865, compound

Participants

Reaction Steps

To a solution of imidazole (226 mg) in N,N-dimethylformamide (9 ml) was added sodium hydride (60% in oil, 140 mg) with stirring and ice-cooling. The mixture was stirred for 15 minutes at the same temperature and for 1 hour at 100° C. To the resultant mixture, after cooling, was added 2-(3-chloropropyl)-1-phenyl-1H-benzimidazole (0.9 g) and the mixture was stirred for 1 hour at 100° C. After being cooled, the reaction mixture was diluted with water and extracted with dichloromethane. The combined extract was washed with water and saturated aqueous sodium chloride in turn, and dried over magnesium sulfate. The solvent was removed under reduced pressure to give an oily residue, which was subjected to column chromatography on silica gel (9 g) eluting with a mixture of dichloromethane and methanol (50:1) to give an oil. To a solution of the oil in diethyl ether (30 ml) was added a solution of oxalic acid dihydrate (321 mg) in ethanol to give an oily precipitate. The oily precipitate was triturated in ethanol to give powder of 2-[3-(imidazol-1-yl)propyl]-1-phenyl-1H-benzimidazole oxalate (920 mg).

Provenance & Evidence