Phenyl isocyanate → 1-(m-nitrophenyl)-3-methylquinazoline-2,4(1H, 3H)-dione

Participants

Reaction Steps

To a solution of 2.6 g of 2-(m-nitroanilino)-N-methylbenzamide and 20 ml of tetrahydrofuran was added 0.86 g of sodium amide, and the whole was stirred for 30 minutes at room temperature. To this was added dropwise under cooling 3.6 g of phenyl isocyanate, and the mixture was stirred for one hour at room temperature, and then refluxed for 4 hours. After the reaction was finished, the solvent was distilled off from the resulting mixture. The residue thus obtained was recrystallized from methanol to give 2.2 g of 1-(m-nitrophenyl)-3-methylquinazoline-2,4(1H, 3H)-dione as colorless needles, melting at 241°-242° C.

Provenance & Evidence