4-Fluorobenzoyl chloride → 4-(4-Fluorobenzoyl)-5-methyl-1,3-dihydro-2H-imidazol-2-one

Participants

Reaction Steps

To a stirred mixture of 98.1 g (1 mole) of 1,3-dihydro-4-methyl-2H-imidazol-2-one, 266.7 g (2 mole) of anhydrous aluminum chloride and 500 ml of nitrobenzene is added dropwise over 10 minutes, 158.6 g (1 mole) of p-fluorobenzoyl chloride. The mixture is stirred at 60°-65° C. for 6 hours, then poured on 2 kg of ice. The resulting precipitate is washed with diethyl ether and water and is recrystallized from 1.2 liters of dimethylformamide to give 131 g of the title compound. M.P. 289°-292° C.

Provenance & Evidence