hydrogenchloride 1.5 h; Heating;

1: With potassium carbonate; N-methyl-2-(methylamino)ethylamine in N,N-dimethyl-formamide Ullmann type reaction; 0.25 h; Inert atmosphere; 2: With copper(l) iodide in N,N-dimethyl-formamide T=80°C; Ullmann type reaction; 12 h; Inert atmosphere;

1: various solvent(s) / 5 h / 160 °C 2: 51 percent / SnCl2*2H2O, conc. HCl / 0.25 h / below 40 deg C 3: 58 percent / 1N-HCl / 1.5 h / Heating View Scheme

1: hydroxylamine hydrochloride / water / 0.67 h / |Reflux 2: sodium carbonate / N,N-dimethyl-formamide / 2.5 h / 125 - 135 °C 3: hydrogenchloride / water / 1.5 h / |Reflux View Scheme

1: 51 percent / SnCl2*2H2O, conc. HCl / 0.25 h / below 40 deg C 2: 58 percent / 1N-HCl / 1.5 h / Heating View Scheme

1: 72 percent / triethylamine / dioxane / 0.33 h / Heating 2: 70 percent / 1,3-dibromo-5,5-dimethylhydantoin, benzoyl peroxide / CCl4 / 0.33 h / Heating; Irradiation 3: K2CO3 / dimethylformamide / 4 h / 75 °C 4: NaOCH3 / methanol / 1.5 h / Heating View Scheme

1: 72 percent / triethylamine / dioxane / 0.33 h / Heating 2: 70 percent / 1,3-dibromo-5,5-dimethylhydantoin, benzoyl peroxide / CCl4 / 0.33 h / Heating; Irradiation 3: NaH / toluene / 2 h / 75 °C 4: 0.75 g / NaOCH3 / methanol / 0.75 h / Heating View Scheme