hydrogenchloride in ethyl acetate T=0°C; 0.05 h; Yield given;

4-nitroso-N,N-di-methylaniline 2) acidic hydrolysis; Yield given. Multistep reaction;

1: NaCO3 / dimethylformamide / 6 h / 100 °C 2: N-bromosuccinimide, benzoylperoxide / benzene / 16 h / Heating; Irradiation 3: CH2Cl2 / 24 h / Heating 4: K2CO3 / ethanol; H2O / 1 h / Ambient temperature 5: 6 N HCl / ethyl acetate / 0.05 h / 0 °C View Scheme

1: N-bromosuccinimide, benzoylperoxide / benzene / 16 h / Heating; Irradiation 2: CH2Cl2 / 24 h / Heating 3: K2CO3 / ethanol; H2O / 1 h / Ambient temperature 4: 6 N HCl / ethyl acetate / 0.05 h / 0 °C View Scheme

1: NaCO3 / dimethylformamide / 6 h / 100 °C 2: N-bromosuccinimide, benzoylperoxide / benzene / 16 h / Heating; Irradiation 3: CH2Cl2 / 24 h / Heating 4: K2CO3 / ethanol; H2O / 1 h / Ambient temperature 5: 6 N HCl / ethyl acetate / 0.05 h / 0 °C View Scheme

1: CH2Cl2 / 24 h / Heating 2: K2CO3 / ethanol; H2O / 1 h / Ambient temperature 3: 6 N HCl / ethyl acetate / 0.05 h / 0 °C View Scheme

Dowex 50W-X4 ion-exchange resin 24 h; Ambient temperature; Yield given;