4-Amino-3-nitrobenzonitrile → 3,4-Diaminobenzonitrile

Participants

Reaction Steps

A mixture comprising 4-amino-3-nitrobenzonitrile (5 g, 0.031 mmol) and palladium on carbon (500 mg, 10 wt %) and ethyl acetate (150 mL) in a Parr flask was hydrogenated for 60 minutes (45-50 psi), filtered over celite and concentrated to dryness to provide 3,4-diaminobenzonitrile (4.09 g, 0.031 mol) as a white solid; PB-CI/MS: 134=(MH+); 1H-NMR (300 Mhz, DMSO-d6): 4.81 (bs, 2H), 5.39 (bs, 2H), 6.494 (d, 1H), 6.703 (s, 1H), 6.723 (d, 1H).

Provenance & Evidence