Methacryloyl chloride → N-(3-Ethyl-4-nitrophenyl)-2-methylprop-2-enamide

Participants

Reaction Steps

N-(3-Ethyl-4-nitrophenyl)-2-methylacrylamide was prepared as described in Example 1a starting from 3-ethyl-4-nitrophenylamine (W. Pfleiderer et al. U.S. 2002/0146737 A1) and methacryloyl chloride. The crude product was purified by flash chromatography using heptane/ethyl acetate (9:1) as an eluent. 1H NMR (400 MHz, DMSO-d6): 1.22 (3H, t, 3J=7.4 Hz), 1.97 (3H, s), 2.87 (2H, q, 3J=7.4 Hz), 5.62 (1H, s), 5.88 (1H, s), 7.81 (1H, dd, 3J=8.9 Hz, 4J=2.3 Hz), 7.83 (1H, d, 4J=2.2 Hz), 8.00 (1H, d, 3J=8.8 Hz), 10.21 (1H, s, —NHCO—).

Provenance & Evidence