Hydrazine → HCID 11437307, compound

Participants

Reaction Steps

Hydrazine (1.52 ml, 49.00 mmol) was added portionwise to a suspension of 4-[N-(1H-imidazol-1-yl)-N-(4-nitrophenyl)amino]benzonitrile (3.00 g, 9.80 mM) and ruthenium, 5 wt. % on carbon (0.30 g, 0.15 mM) in ethanol (35 ml) at reflux with stirring. When TLC showed complete reaction, the mixture was cooled and the catalyst was filtered. The solvent was concentrated under vacuum. The residue was poured into water and extracted with dichloromethane, dried over Na2SO4, filtered, and concentrated under vacuum to give the crude product (2.50 g as solid). Crystallization from ethyl acetate with ethanol yielded the expected product (1.30 g, 50%, mp: 147° C.).

Provenance & Evidence