Hydrogen Bromide → HCID 22736710, compound

Participants

Reaction Steps

According to the literature procedure (Kawasaki, I.; Matsuda, K.; Kaneko, T. Bull. Chem. Soc. Jpn. 1971, 44, 1986.), a solution of (E)-2-(3-methoxystyryl)-1-(2-pyridyl)-1H-benzimidazole (76 mg, 0.23 mmol), glacial acetic acid (10 ml) and 48% aqueous solution of hydrogen bromide (5 ml) was heated under reflux condition for 4 h. The resulting solution was neutralized by sodium hydroxide pellet and this mixture was extracted with dichloromethane (3×15 ml). Combined organic layer was dried (magnesium sulfate) and filtered. The filtrate was concentrated then the residue (39 mg, 54%) and oxalic acid (12 mg, 0.12 mmol) were dissolved into ethyl acetate. Concentration and recrystallization from ethyl acetate/n-hexane yielded the titled compound.

Provenance & Evidence