Malonic Acid → HCID 90251647, compound

Participants

Reaction Conditions

Reaction Steps

1-Methyl-3-(3-(trifluoromethyl)phenyl)urea (available from Crescent Chemical Co., Inc.) (4.03 g) and malonic acid (2.11 g) were suspended into acetic anhydride (12 ml) and the resulting mixture was stirred at 80° C. for one hour. After the reaction solutions were concentrated under reduced pressure, to the residue was added saturated aqueous sodium hydrogen carbonate solution and the resulting mixture was washed with ethyl acetate. The aqueous layer was acidified with concentrated hydrochloric acid and the resulting mixture was extracted with ethyl acetate (50 ml×2). The organic layer was washed with saturated saline (50 ml), dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol) to afford 1-methyl-3-(3-(trifluoromethyl)phenyl)pyrimidin-2,4,6-(1H, 3H, 5H)-trione (2.75 g).

Provenance & Evidence