Hydrochloric Acid → N-(3-Aminobenzyl)-3-nitrobenzamide Hydrochloride

Participants

Reaction Steps

tert-butyl (3-{[(3-nitrobenzoyl)amino]methyl}phenyl)carbamate (1.00 g, 2.69 mmol) was mixed with 4 M of hydrogen chloride in 1,4-dioxane (10 mL) and stirred at rt for 2 h. After concentration, the desired product was isolated as a white powder (0.82 grams, 99% yield) and used in the next step without further purification. MF=C14H13N3O3; LCMS calculated for C14H13N3O3 (M+H)+: m/z=272.0. 1H NMR (400 MHz, CD3OD): δ 8.73 (t, J=2.0 Hz, 1H), 8.42 (ddd, J=8.4, 2.4, 1.2 Hz, 1H), 8.28 (ddd, J=8.0, 2.4, 1.2 Hz, 1H), 7.76 (t, J=8.4 Hz, 1H), 7.52 (m, 2H), 7.45 (s, 1H), 7.31 (ddd, J=8.4, 2.0, 1.2, 1H), 4.66 (s, 2H).

Provenance & Evidence