1.1: LDA / tetrahydrofuran / 0.17 h / -78 °C 1.2: tetrahydrofuran / -78 °C 2.1: dioxane / 20 °C 3.1: dimethylsulfoxide / 0.08 h / 80 °C View Scheme

in dimethyl sulfoxide T=80°C; 0.0833333 h;

1: dioxane / 20 °C 2: dimethylsulfoxide / 0.08 h / 80 °C View Scheme

1: 95 percent / nitric acid (d=1.42), cc. H2SO4 / 1 h / 50 °C 2: 92 percent / Na / 18 h / Heating 3: 95 percent / SnCl2*2H2O / ethanol / Heating 4: 1.) NaNO2, 5M aq. HCl; 2.) NaN3 / 1.) 0 deg C; 2.) 0 deg C, 2 h 5: 0.31 g / 98percent hydrazine hydrate / 0.5 h / Heating View Scheme

1: 92 percent / Na / 18 h / Heating 2: 95 percent / SnCl2*2H2O / ethanol / Heating 3: 1.) NaNO2, 5M aq. HCl; 2.) NaN3 / 1.) 0 deg C; 2.) 0 deg C, 2 h 4: 0.31 g / 98percent hydrazine hydrate / 0.5 h / Heating View Scheme