sodium sulfide in methanol Heating;

Lawesson's reagent in toluene Heating;

1: 13 g / Br2, 10N NaOH / H2O; tetrahydrofuran / 6 h / Ambient temperature; 0 deg C (add.) 2: 58 percent / butylamine (n-BuNH2), CuCl, NH2OH*HCl / ethanol / 5 h / 15 °C 3: 87.3 percent / Na2S*9H2O / methanol / Heating View Scheme

1: 58 percent / butylamine (n-BuNH2), CuCl, NH2OH*HCl / ethanol / 5 h / 15 °C 2: 87.3 percent / Na2S*9H2O / methanol / Heating View Scheme

1: 85 percent / 1N KOH / methanol; H2O / 1.) 0 deg C; 2.) RT, 2 h 2: 13 g / Br2, 10N NaOH / H2O; tetrahydrofuran / 6 h / Ambient temperature; 0 deg C (add.) 3: 58 percent / butylamine (n-BuNH2), CuCl, NH2OH*HCl / ethanol / 5 h / 15 °C 4: 87.3 percent / Na2S*9H2O / methanol / Heating View Scheme

1: 50 percent / sodium cyanide / dimethylformamide 2: 75 percent / Lawesson's reagent / toluene / Heating View Scheme

1: 50 percent / sodium cyanide / dimethylformamide 2: 75 percent / Lawesson's reagent / toluene / Heating View Scheme