Lawesson's reagent in toluene 0.5 h; Heating;

water; sodium hydride; methyl iodide in tetrahydrofuran T=50°C; 1 h;

1: ethanol / 7 h / 80 °C 2: 2M potassium hydroxid / H2O / 0.75 h / 18 °C 3: thionyl chloride / benzene / 0.5 h / 60 °C 4: 101 mg / liquid ammonia / tetrahydrofuran / -78 - 17 °C 5: 81 percent / Lawesson's reagent / toluene / 1.5 h / Heating 6: 20 mg / sodium hydride, methyl iodide, water / tetrahydrofuran / 1 h / 50 °C View Scheme

1: thionyl chloride / benzene / 0.5 h / 60 °C 2: 101 mg / liquid ammonia / tetrahydrofuran / -78 - 17 °C 3: 81 percent / Lawesson's reagent / toluene / 1.5 h / Heating 4: 20 mg / sodium hydride, methyl iodide, water / tetrahydrofuran / 1 h / 50 °C View Scheme

1: 2M potassium hydroxid / H2O / 0.75 h / 18 °C 2: thionyl chloride / benzene / 0.5 h / 60 °C 3: 101 mg / liquid ammonia / tetrahydrofuran / -78 - 17 °C 4: 81 percent / Lawesson's reagent / toluene / 1.5 h / Heating 5: 20 mg / sodium hydride, methyl iodide, water / tetrahydrofuran / 1 h / 50 °C View Scheme

1: 101 mg / liquid ammonia / tetrahydrofuran / -78 - 17 °C 2: 81 percent / Lawesson's reagent / toluene / 1.5 h / Heating 3: 20 mg / sodium hydride, methyl iodide, water / tetrahydrofuran / 1 h / 50 °C View Scheme

nickel in ethanol T=60°C; 1 h;