Aluminum(III) Chloride → 5,6-bis(4-chlorophenyl)pyrimidine-2,4(1H,3H)-dione

Participants

Reaction Steps

To a solution of 1,3-dibenzyl-5,6-bis(4-chlorophenyl)pyrimidine-2,4(1H,3H)-dione (7.2 g, 14.0 mmol) in toluene (70 mL) was added AlCl3 (4.7 g, 35.2 mmol) under argon. The reaction mixture was stirred in an oil bath preheated at 85° C. for 2 h. The reaction mixture was cooled to room temperature and then poured onto crushed ice (100 g). The precipitate formed was collected by filtration, washed with water (30 mL×2) then ether (40 mL), and dried in a vacuum oven at 40° C. to obtain 4.2 g of the title compound as a brown solid. HPLC/MS (MeOH-water with 10 mM NH4OAc): retention time=3.433 min, [M+H]30 =333.

Provenance & Evidence