Sodium Acetate → 2-[[3-Methyl-1-(3-pyridinyl)-1H-pyrazol-5-yl]amino]benzoic acid

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Reaction Steps

A solution of 2-(2-oxopropyl)-4H-3,1-benzoxazin-4-one (10.2 g, 50.0 mmol), 3-hydrazinopyridine dihydrochloride (9.10 g, 50.0 mmol) and sodium acetate (9.84 g, 120 mmol) in ethanol (100 mL) was heated under reflux for 1 hour. The solution was cooled to room temperature and concentrated under reduced pressure. The residue was poured into water, and organic matter was extracted with a mixture of chloroform/methanol. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvents were evaporated under reduced pressure. The residue thus obtained was crystallized from ethyl acetate/diethylether/hexane to give the title compound (10.1 g, 69% yield).

Provenance & Evidence