Formamide → 6-bromoquinazolin-4-ol

Participants

Reaction Conditions

Reaction Steps

Briefly, 2-amino-5-bromobenzoic acid (A, 50.0 g, 0.233 mmol, 1.0 equiv) is added to formamide (50.0 mL, d=1.133, 56.7 g, 1.26 mmol). The reaction mixture is heated at reflux for 12 h. The solution is then cooled to 70° C., and EtOH (100 mL) is added to the reaction mixture. The resultant precipitates are collected by filtration, washed with EtOH (50 mL), and dried under vacuum to provide the desired 6-bromo-3H-quinazolin-4-one (B, 42.5 g, 0.189 mol) in 81% yield: ESI-MS m/z 225.0 (M+H)+.

Provenance & Evidence