hydrazine hydrate in ethanol 1 h; Ambient temperature;

1: 60 percent / 70percent hydrazine hydrate / ethanol / 3 h / Heating 2: NaNO2 / acetic acid; H2O / 0 deg C, 30 min; room temp., 1 h 3: CrO3 View Scheme

1: 100 percent / hydrazine hydrate / ethanol / 1 h / Ambient temperature 2: 63 percent / lead dioxide / H2O; toluene / 15 h 3: hydroxylamine hydrochloride, KOH / ethanol; methanol / 1.) 0 deg C, 30 min; 2.) r.t., 1 h 4: 21 percent / 98percent hydrazine hydrate / 10percent Pd/C / ethanol / 2 h / 65 °C View Scheme