Ammonia → HCID 178493640, compound

Participants

Reaction Steps

A mixture of (E)-N-(3-fluoro-2-methoxyphenyl)-3-ethoxypropenamide (3a) (3.16 g, 13.2 mmol) and 25 mL of concentrated H2SO4 was allowed to stir overnight at room temperature. The solution was poured over ice and concentrated NH3 was added until pH 5 to precipitate out the product. The mixture was filtered, washed and dried to give the product (2.55 g, 87% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) 11.35 (bs, 1H), 7.86 (d, J=9.6 Hz, 1H), 7.41 (dd, J=8.8, 5.6 Hz, 1H), 7.08 (dd, J=11.2, 8.8 Hz, 1H), 6.45 (d, J=10 Hz, 1H), 3.87 (s, 3H). 19F NMR (376 MHz, DMSO-d6) −128.88 (dd, J=11.5, 5.5 Hz).

Provenance & Evidence