hydrazine hydrate in ethanol 7 h; Heating;

potassium cyanide; potassium hydroxide; toluene-4-sulfonic acid; hydrazine hydrate in tetrahydrofuran; 1,4-dioxane; hydrogenchloride; methanol; water

1: 1.) KOH 2: hydrazine / ethanol View Scheme

1: 1.) p-toluenesulfonic acid / 1.) dioxane, reflux, 0.5 h, 2.) dioxane, H2O, reflux, 1 h 2: 58.1 g / KOH / tetrahydrofuran; methanol 3: 79 percent / 75percent aq. CH3COOH / 3 h / Heating 4: 30.9 g / 20percent aq. HCl / propan-1-ol / 7 h / Heating 5: 80 percent / 85percent hydrazine hydrate / ethanol / 7 h / Heating View Scheme

1: 30.9 g / 20percent aq. HCl / propan-1-ol / 7 h / Heating 2: 80 percent / 85percent hydrazine hydrate / ethanol / 7 h / Heating View Scheme

1: 79 percent / 75percent aq. CH3COOH / 3 h / Heating 2: 30.9 g / 20percent aq. HCl / propan-1-ol / 7 h / Heating 3: 80 percent / 85percent hydrazine hydrate / ethanol / 7 h / Heating View Scheme

manganese(IV) oxide in 1,4-dioxane; N,N-dimethyl-formamide 1.) 90 deg C, overnight, 2.) 105 deg C, 4 h;