Glyoxylic Acid → 6-(3-Chlorophenyl)-3(2H)-pyridazinone

Participants

Reaction Conditions

Reaction Steps

A stirred mixture of glyoxylic acid (4.0 g, 0.054 moles) and 3-chloroacetophenone (25.06 g, 0.162 moles) was heated at 105° C. for 2 hours, then allowed to cool to 40° C. and water (60 ml) was added followed by conc. aq. NH4OH to pH 8. The mixture was extracted with methylene chloride (3×25 ml) to recover the 3-chloroacetophenone. The ammoniacal solution was stirred with hydrazine monohydrate (2.70 g, 0.054 moles) and heated under reflux for 8 hours. The resultant solid was collected by filtration and washed with water to yield the title compound (49%).

Provenance & Evidence