Tetrahydrofuran → HCID 12812382, compound

Participants

Reaction Steps

To a solution of 3.0 g of 2-(m-nitroanilino)-N-propargylbenzamide and 25 ml of dry tetrahydrofuran was added 1.0 g of approximately 55 % sodium hydride, and the solution was stirred for 30 minutes at room temperature. To this was added dropwise 2.1 g of 1-trichloroacetylimidazole and the mixture was refluxed for one hour. After the reaction was complete, the solvent was distilled off from the resulting mixture under reduced pressure. To the residue thus obtained was added water to yield a crude product. This product was recrystallized from methanol to yield 2.8 g of 1-(m-nitrophenyl) -3-propargylquinazoline-2,4(1H, 3H)-dione as colorless needles, melting at 222°-223° C.

Provenance & Evidence