Hydrochloric Acid → 1-(4-Nitrobenzyl)-3-(4-trifluoromethoxybenzyl)-1,3-dihydrobenzimidazol-2-one

Participants

Reaction Steps

To a solution of compound R (770 mg, 2.5 mmol) in abs. DMF (20 mL) there were added 4-nitrobenzyl bromide (540 mg, 2.5 mmol), potassium carbonate (828 mg, 6 mmol), and a catalytic amount of potassium iodide under a blanket of argon. The reaction mixture was heated to from 80° to 85° C. over a period of 5 h. Following cooling, the reaction mixture was poured into a mixture of ice (200 g) and 2N hydrochloric acid solution in H2O (10 mL), and the reaction mixture was stirred for 1 hour. The resulting solid matter was separated through a frit and recrystallized from ethanol (20 mL). The desired product 1-(4-nitrobenzyl)-3-(4-trifluoromethoxybenzyl)-1,3-dihydrobenzimidazol-2-one (T) was obtained in a yield of 830 g (74% of theory).

Provenance & Evidence