Water → HCID 178489369, compound

Participants

Reaction Steps

2-Methoxybenzoyl chloride (10.2 mL, 75.81 mmol) was added to a mixture of anthranilonitrile (7.46 g, 63.18 mmol) and potassium carbonate (43.76 g, 315.90 mmol) in diethyl ether (400 mL) at reflux. After 24 hours the solution was cooled and water (60 mL) was added. The resulting white solid was collected and washed with water (20 mL) and diethyl ether (50 mL). The solid was suspended in a mixture of 16% w/v aqueous sodium hydroxide (200 mL) and hydrogen peroxide (50 mL of a 30% v/v aqueous solution) and refluxed for 20 hours. The resulting pale yellow solution was cooled and acidified with acetic acid. The resulting precipitate was collected and washed with water to give the title compound as a white solid (4.94 g, 33%).

Provenance & Evidence