Glyoxal → HCID 66920591, compound

Participants

Reaction Steps

A solution of 2-oxopropanal pyridin-2-ylhydrazone (6.12 g, 37.5 mmol) and glyoxal (16.3 g, 12.9 mL, 113 mmol) in water (50 mL) and methanol (10 mL) was heated at reflux overnight. The mixture was cooled to room temperature, diluted with EtOAc and sequentially washed with saturated aqueous NaHCO3, saturated aqueous NaCl, dried over Na2SO4, filtered and concentrated. The crude material was passed over a plug of silica gel, eluting with heptane/EtOAc (1:2, 300 mL) to afford 1-(4-hydroxy-1-pyridin-2-yl-1H-pyrazol-3-yl)ethanone (199 mg, 2.6%).

Provenance & Evidence