3-(Cyclopropylamino)-4-nitrobenzonitrile → 4-Amino-3-(cyclopropylamino)benzonitrile

Participants

Reaction Steps

To a stirred solution of 3-(cyclopropylamino)-4-nitrobenzonitrile (2.0 g, 0.009 mol) in EtOH (20 ml) was hydrogenated using Pd/C for 2 h at room temperature. The reaction was filtered through CELITE® and the filter bed was thoroughly washed with EtOH. The resulting solution was concentrated to provide 4-amino-3-(cyclopropylamino) benzonitrile as a brownish solid. 1H NMR (400 MHz, DMSO-d6), δ: 6.92 (bs, 1H), 6.88-6.86 (d, J=8 Hz, 1H), 6.55-6.53 (d, J=8.4 Hz, 1H), 5.50 (bs, 1H), 5.44 (s, 2H), 2.36-2.34 (m, 1H), 0.76-0.71 (m, 2H), 0.39-0.34 (m, 2H). MS (M+1): 174.

Provenance & Evidence