Hydroxyamine hydrochloride → HCID 178469477, compound

Participants

Reaction Steps

To 80 ml of ethyl alcohol were added 2.35 g of 4-hydroxy-5-oxo-5,6,7,8-tetrahydroquinoline-3-carboxylic acid ethyl ester and 0.69 g of hydroxylamine hydrochloride. The resulting reaction mixture was refluxed on an oil bath for 1 hour. After the ethyl alcohol was distilled off under reduced pressure, the residue was dissolved in dilute hydrochloric acid and the resulting solution was adjusted to pH 5.8 with 10% potassium carbonate. The crystals so precipitated were separated by filtration to obtain a yield of 1.8 g of the desired compound. This compound melted (and decomposed) at 245°-247° C. (uncorrected values). Its infrared absorption spectrum (KBr tablet) had absorption peaks at 3240, 3060, 2960, 2920, 1720, 1650, 1550, and 1185 cm-1, and its n.m.r. spectrum (CF3COOH, 60Mc, TMS) had signals at δ values of 1.50 (3H, t, J=7.5 Hz), 2.0-2.6 (2H, m), 3.0-3.5 (4H, m), 4.6 (2H, q, J=7.5 Hz), and 8.95 (1H, s).

Provenance & Evidence