pyridine; ammonium hydroxide; triphenylphosphine

ammonium hydroxide in 1,4-dioxane 4 h; Ambient temperature;

acetic acid T=100°C; 0.333333 h;

ammonia in methanol 144 h; Ambient temperature;

methanol; ammonium sulfate; formamide; 1,1,1,3,3,3-hexamethyl-disilazane 1.) 120 deg C, 71 h, 2.) reflux, 6 h; Multistep reaction;

1: thionyl chloride / CHCl3; dimethylformamide / 6 h / Heating 2: 31 percent / NH3 / methanol / 144 h / Ambient temperature View Scheme

1: 93 percent / pyridine / 24 h / 4 °C 2: 88 percent / 1N NaOH / ethanol; H2O / 4 h / Heating 3: 91 percent / pyridine / 24 h / Ambient temperature 4: 86 percent / LiN3 / dimethylformamide / 2 h / 85 °C 5: 70 percent / 80percent acetic acid / 0.33 h / Heating 6: pyridine / 24 h / 4 °C 7: thionyl chloride / CHCl3; dimethylformamide / 6 h / Heating 8: 31 percent / NH3 / methanol / 144 h / Ambient temperature View Scheme

1: 70 percent / 80percent acetic acid / 0.33 h / Heating 2: pyridine / 24 h / 4 °C 3: thionyl chloride / CHCl3; dimethylformamide / 6 h / Heating 4: 31 percent / NH3 / methanol / 144 h / Ambient temperature View Scheme

1: 86 percent / LiN3 / dimethylformamide / 2 h / 85 °C 2: 70 percent / 80percent acetic acid / 0.33 h / Heating 3: pyridine / 24 h / 4 °C 4: thionyl chloride / CHCl3; dimethylformamide / 6 h / Heating 5: 31 percent / NH3 / methanol / 144 h / Ambient temperature View Scheme

1: 88 percent / 1N NaOH / ethanol; H2O / 4 h / Heating 2: 91 percent / pyridine / 24 h / Ambient temperature 3: 86 percent / LiN3 / dimethylformamide / 2 h / 85 °C 4: 70 percent / 80percent acetic acid / 0.33 h / Heating 5: pyridine / 24 h / 4 °C 6: thionyl chloride / CHCl3; dimethylformamide / 6 h / Heating 7: 31 percent / NH3 / methanol / 144 h / Ambient temperature View Scheme