4-Bromoaniline → HCID 59020725, compound

Participants

Reaction Steps

A solution of 8-methoxy-1H-benzo[d][1,3]oxazine-2,4-dione (1.50 g, 7.70 mmol) and 4-bromoaniline (1.40 g, 8.10 mmol) in anhydrous DMF (10 mL) was stirred at 115° C. for 16 hours under nitrogen. DMF was removed and the residue was mixed with water (100 mL) and ethyl acetate (150 mL). The organic phase was separated and washed with brine (50 mL). The solvent was removed and the residue was purified by column chromatography (SiO2, hexane/ethyl acetate=1:1) to give 2-amino-N-(4-bromo-phenyl)-3-methoxy-benzamide. Yield: 1.49 g (60%).

Provenance & Evidence