7-Fluoroisatoic anhydride → Methyl 2-amino-4-fluorobenzoate

Participants

Reaction Steps

A mixture of 7-fluoro-1H-3,1-benzoxazine-2,4-dione (13.5 g) and sodium methoxide (0.2 g) in methanol (30 ml), was heated on a steam bath until vigorous bubbling ceased. It was then heated under reflux for 31/2 hours, cooled, added to aqueous sodium bicarbonate (10%; 300 ml) and extracted with ethyl acetate. The extract was washed with water dried and evaporated to give methyl 4-fluoroanthranilate, mp 68°-70°. (Compound 8).

Provenance & Evidence