Sodium Hydroxide → 4-Bromobenzene-1,2-diamine

Participants

Reaction Steps

A solution of 4-bromo-2-nitroaniline (1.0 equivalent) and SnCl2 (2.2 equivalents) in EtOH was heated at reflux for 3 hours. After this time, the solution was poured onto ice, brought to pH 10 with 2 M NaOH and extracted with Et2O. The combined organic layers were dried over MgSO4 and concentrated. The resulting brown oil was purified by silica gel chromatography (0-50% EtOAc:hexanes) to provide a light yellow solid. LC/MS m/z 187.1 (MH+), Rt 1.33 minutes.

Provenance & Evidence