Acetic Acid → HCID 59004233, compound

Participants

Reaction Steps

A solution of crude 3-Dimethylaminomethylene-6-methyl-chroman-4-one b (1.34 g, 6.16 mmol), ethyl hydrazinoacetate hydrochloride (0.95 g, 6.16 mmol), and a catalytic amount of acetic acid were heated at refluxed in absolute ethanol (10 mL) for overnight. The reaction mixture was concentrated and the residue was purified by column chromatography to get the pure compound c (675 mg; 40% yield, for two steps): LC MS (Method B): 273 (M+1); 1H NMR (400 MHz, CDCl3/TMS):δ 7.37 (s, 1H), 7.02-7.01 (m, 2H), 6.90 (d. J=8.5 Hz, 1H), 5.20 (s, 2H), 5.15 (s, 2H), 4.22 (q, J=7.6 Hz, 2H), 2.36 (s, 3H), 1.22 (t, J=7.6 Hz, 3H).

Provenance & Evidence