Ethanol → HCID 19363223, compound

Participants

Reaction Conditions

Reaction Steps

2-Amino-4-methoxy-N-[2-(4-nitrophenyl)ethyl]-3-pentyloxybenzamide (15.0 g, 37.4 mmol) obtained in Example 2-46, triethylamine (5.30 ml, 38.0 mmol) and chloroform (200 ml) were mixed, and a solution (10 ml) of triphosgene (4.75 g, 16.0 mmol) in chloroform was added dropwise to this solution. After stirring at 50° C. for 11.5 hours, ethanol (20 ml) was added to stop the reaction. The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate solution (100 ml, 50 ml) and water (100 ml, 50 ml). This solution was dried over anhydrous magnesium sulfate, and the drying agent was filtered off. The filtrate was concentrated under reduced pressure. A hexane-chloroform solution (10:1, 110 ml) was added to the precipitated crystals, and the crystals were washed by stirring to give 7-methoxy-3-[2-(4-nitrophenyl)ethyl]-8-pentyloxy-1H-quinazoline-2,4-dione (12.56 g, 79%) as pale-yellow crystals.

Provenance & Evidence