1: N-chlorosuccinimide / 120 °C 2: 73 percent / N-chlorosuccinimide / 160 °C 3: 96 percent / 70percent sodium hydrosulfide / dimethylformamide / 0.5 h / 60 °C 4: 1.) chlorine, aq. AcOH, 2.) 28percent aq. NH3 / 1.) 5 deg C, 2.) 1,2-dichloroethane, RT, 0.5 h View Scheme

1: 73 percent / N-chlorosuccinimide / 160 °C 2: 96 percent / 70percent sodium hydrosulfide / dimethylformamide / 0.5 h / 60 °C 3: 1.) chlorine, aq. AcOH, 2.) 28percent aq. NH3 / 1.) 5 deg C, 2.) 1,2-dichloroethane, RT, 0.5 h View Scheme

1: 91 percent / N-chlorosuccinimide / 95 °C 2: 96 percent / 70percent sodium hydrosulfide / dimethylformamide / 0.5 h / 60 °C 3: 1.) chlorine, aq. AcOH, 2.) 28percent aq. NH3 / 1.) 5 deg C, 2.) 1,2-dichloroethane, RT, 0.5 h View Scheme

1: 96 percent / 70percent sodium hydrosulfide / dimethylformamide / 0.5 h / 60 °C 2: 1.) chlorine, aq. AcOH, 2.) 28percent aq. NH3 / 1.) 5 deg C, 2.) 1,2-dichloroethane, RT, 0.5 h View Scheme

ammonium hydroxide; chlorine; acetic acid 1.) 5 deg C, 2.) 1,2-dichloroethane, RT, 0.5 h; Yield given. Multistep reaction;