Hydrazine hydrate (1:1) → HCID 136388354, compound

Participants

Reaction Steps

A solution of 2-isonitrosoacetophenone (50 g, 335 mmol) in methanol (500 ml) was treated with hydrazine monohydrate (19.5 ml, 402 mmol). The reaction mixture was stirred at room temperature for 20 h at which time the methanol was evaporated in vacuo. The residue was purified by flash chromatography (SiO2; 20% EtOAc in hexanes) to afford 37 g (227 mmol; 68%) of hydrazono-phenyl-acetaldehyde oxime as a white solid. δH (360 MHz; CDCl3) 7.22-7.42 (3H, m, aromatics), 7.42-7.60 (2H, m, aromatics), 7.99 (2H, br s, NH2), 8.26 (2H, br s, ArC(NNH2)CHNOH); m/z (ES+) 164 (M++H, 100%).

Provenance & Evidence