Ethyl 2-methylacetoacetate → HCID 18918850, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-amino-3-hydroxypyridine (11 g), ethyl 2-methylacetoacetate (14.4 g), polyphosphoric acid (20 ml), and acetic acid (40 ml) was heated at 100° C. with stirring for 4 hours. The reaction mixture was poured in ice-water, adjusted to pH 4 with aqueous sodium hydroxide solution and then to pH 7 with potassium carbonate. The resulting precipitate was extracted with chloroform and the extract was washed with water, dried, and concentrated to provide the title compound (3.63 g) as brown solid. 1H-NMR (DMSO-d6) δ: 2.25(3H,s), 2.49(3H,s), 6.97(1H,dd,J=7.4,6.8Hz), 7.05(1H,dd,J=7.4,1.6Hz), 8.47(1H,dd,J=6.8,1.6Hz).

Provenance & Evidence