Tetrahydrofuran → HCID 12812389, compound

Participants

Reaction Steps

To a solution of 3.5 g of 2-(m-nitroanilino)-N-benzylbenzamide and 30 ml of dry tetrahydrofuran was added 1.0 g of about 55 % sodium hydride, and stirring was performed for 30 minutes at room temperature. To this was added dropwise a solution of 4.9 g of 1-[N-(m-chlorophenyl)carbamoyl]imidazole and 30 ml of dry tetrahydrofuran. The mixture was allowed to stand for 30 minutes at room temperature and then refluxed for 2 hours. After the reaction was complete, the resulting mixture was filtered. The filtrate was concentrated under reduced pressure to leave a residue, to which was added water to precipitate a crude product. Recrystallization of this product from methanol gave 2.0 g of 1-(m-nitrophenyl)-3-benzylquinazoline-2,4(1H, 3H)-dione as colorless prisms, melting at 206°-207° C.

Provenance & Evidence