Ammonia → 5-Fluoro-2-nitroaniline

Participants

Reaction Steps

2,4-Difluoronitrobenzene (1.0 eq) was placed in a dry round-bottomed flask equipped with a dry ice condenser charged with acetone/dry ice. Ammonia was condensed into the flask and the resulting solution was stirred at reflux for 7 hours. A yellow precipitate was formed within 1 hours. After 7 hours, the condenser was removed and the liquid ammonia was allowed to evaporate over several hours. The crude product was purified by flash chromatography on silica gel (85:15 hexanes:EtOAc, product at R=0.32, contaminant at Rf=0.51). GC/MS m/z 156.1 (M+), Rf 11.16 minutes.

Provenance & Evidence