Hydrochloric Acid → 5-bromo-2,7-dimethyl-1H-1,3-benzodiazole

Participants

Reaction Steps

To a solution of 5-bromo-3-methylbenzene-1,2-diamine (201 mg, 1.00 mmol) in EtOH (15 mL) was added 5 N HCl (4 mL). The mixture was heated at reflux before addition of 2,4-pentanedione (200 mg, 0.21 mL, 2.0 mmol). Heating was continued for 45 minutes before analysis indicated the reaction was complete. The reaction was cooled to room temperature, neutralized with saturated aqueous NaHCO3 and extracted with CHCl3. The organic layer was washed with saturated aqueous NaCl, dried over MgSO4, filtered, concentrated and dried to afford 6-bromo-2,4-dimethyl-1H-benzimidazole (217 mg, 96%).

Provenance & Evidence