sulfuric acid; water; sodium nitrite 1.) 0 deg C, 2 h; 2.) toluene, reflux, 15 min; Yield given. Multistep reaction;

sulfuryl dichloride T=50 - 55°C; 1 h;

triethylamine in diethyl ether T=-10°C; 2 h;

1: 86.8 percent / sulfuryl chloride (SO2Cl2) / 1 h / 50 - 55 °C 2: triethylamine / diethyl ether / 2 h / -10 °C View Scheme

1: 5.5 g / triethylamine / diethyl ether / 2 h / -10 °C 2: H2S/triethylamine / diethyl ether / 0.83 h / Ambient temperature 3: 85.3 percent / p-toluenesulfonic acid / acetic acid / 1.5 h / 90 - 95 °C 4: K2CO3 / methanol; H2O / Heating View Scheme