1: 6 h; Heating / reflux; 2: With hydrazine in ethanol; water T=70°C; 2 h;

hydrazine monohydrochloride; water; toluene-4-sulfonic acid in 1,4-dioxane T=80°C; 0.25 h; Inert atmosphere;

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 1,4-dioxane / 2 h / 20 °C / Inert atmosphere 2: hydrazine monohydrochloride; water; toluene-4-sulfonic acid / 1,4-dioxane / 0.25 h / 80 °C / Inert atmosphere View Scheme

hydrazine

hydrazine hydrate 1.) reflux, 16 h; 2.) MeOH, reflux, 1 h; Yield given. Multistep reaction;

1: With N-bromosuccinmide in DMF (N,N-dimethyl-formamide) 2: With sodium hydrogencarbonate; sodium thiosulfate in DMF (N,N-dimethyl-formamide); water 1 h;