hydrogenchloride in 1,4-dioxane T=20°C; 0.333333 h; Inert atmosphere;

1: With hydrazine hydrate in ethanol 1 h; RefluxInert atmosphere; 2: With hydrogenchloride in water 1 h; Reflux;

1: dimethylformamide / 4 h / Heating 2: Na2S2O3 / methanol; H2O / 4 h / Heating 3: 1.98 g / I2 / methanol; H2O / Heating 4: hydrazine hydrate / ethanol / 1 h / Heating View Scheme

1: Na2S2O3 / methanol; H2O / 4 h / Heating 2: 1.98 g / I2 / methanol; H2O / Heating 3: hydrazine hydrate / ethanol / 1 h / Heating View Scheme

1: sodium hydrogencarbonate / dichloromethane; water / 40 h / 20 °C / Inert atmosphere 2: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0 - 20 °C / Inert atmosphere 3: water; potassium hydroxide / ethanol / Inert atmosphere; Reflux 4: iodine / methanol / 20 °C / Inert atmosphere 5: hydrogenchloride / 1,4-dioxane / 0.33 h / 20 °C / Inert atmosphere View Scheme

1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0 - 20 °C / Inert atmosphere 2: water; potassium hydroxide / ethanol / Inert atmosphere; Reflux 3: iodine / methanol / 20 °C / Inert atmosphere 4: hydrogenchloride / 1,4-dioxane / 0.33 h / 20 °C / Inert atmosphere View Scheme