Hydrogen Peroxide → HCID 178468764, compound

Participants

Reaction Steps

Hydrogen peroxide (30% w/w in water; 14 ml) was added dropwise to stirred and cooled (-10° C.) ethyl pyruvate (22 ml). This mixture and a solution of iron (II) sulphate heptahydrate (37.5 g) in water (45 ml) were added simultaneously, dropwise into a stirred and cooled (-10° C.) solution of 2-ethyl-7-methyl-3H-imidazo[4,5-b]pyridine (7.1 g) in water (23 ml) and concentrated sulphuric acid (7.5 ml). The mixture was then poured onto ice and trisodium citrate dihydrate (40 g) was added. The mixture was neutralised with solid sodium bicarbonate and partitioned between chloroform (×3) and water. The organic phases were combined, dried and evaporated. Column chromatography eluting with 10% methanol in ether gave a brown solid which was triturated with ether to give the title compound as a pale yellow solid (1.9 g), m.p. 151°-153° C.

Provenance & Evidence