6-Nitroquinazolin-4(3H)-one

77287-34-4

616-79-5

6943-17-5

1. Preparation of 6-nitro-3H-quinazolin-4-one: 150 g of 2-amino-5-nitrobenzoic acid was added to 200 ml of formamide and stirred until completely dissolved. The reaction mixture was heated to 170°C and maintained at this temperature for 4 hours. After completion of the reaction, the mixture was cooled to 100°C. 500 ml of ice water was slowly added and stirring was continued for 1 hour. Subsequently, the mixture was filtered under reduced pressure and the solid product was collected. The solid was washed with plenty of water to remove residual reactants and by-products. Finally, the resulting solid was dried at 40 °C for 15 h to afford 4-hydroxy-6-nitroquinazoline (140 g, 90% yield). The structure of the product was confirmed by 1H-NMR (DMSO-d6, 300 MHz): δ8.77 (d, J = 2.7 Hz, 1H), 8.55 (dd, J = 6.9 Hz, 1H), 8.36 (s, 1H), 7.84 (d, J = 9 Hz, 1H).