Benzoic acid, 2-amino-5-iodo- → 6-Iodoquinazolin-4-one

Participants

Reaction Conditions

Reaction Steps

In a 200 mL volume stainless steel pressure-resistant vessel equipped with a thermometer, an pressure gauge, and a stirrer were placed 25.0 g (95 mmol) of 5-iodoanthranilic acid, 17.1 g (162 mmol) of methyl orthoformate, and 50 mL (349 mmol) of 15 wt. % ammonia methanol solution. The reaction was carried out at a temperature of 100-110° C. and a pressure of 0.5 MPa (gauge pressure) for 8 hours. After the reaction was complete, the reaction mixture was cooled to a temperature of 0-10° C. and placed under reduced pressure to distill ammonia off. The residual reaction mixture was then stirred at 0° C. for one hour. The precipitated solid was collected by filtration and dried, to obtain 24.3 g (isolated yield: 94%) of 6-iodoquinazolin-4-one as a pale gray crystalline product.

Provenance & Evidence