1: 1.) glacial acetic acid, 2.)HCl 4M / 1.) 15 min, 2.) 16 h,room temperature 2: 0.5 h / 200 °C 3: H2NNH2 / methanol / 0.5 h / Heating 4: 90 percent / hydrogen / 10percentPd-C / acetic acid / Ambient temperature View Scheme

1: 0.5 h / 200 °C 2: H2NNH2 / methanol / 0.5 h / Heating 3: 90 percent / hydrogen / 10percentPd-C / acetic acid / Ambient temperature View Scheme

1: 43.7 g / N-bromosiccinimide / CCl4 / 2.5 h / Heating; Irradiation 2: liquid ammonia / diethyl ether / 1.33 h / -70 - -60 °C 3: HCl / 0.5 h 4: potassium carbonate / H2O / 1.) 5-10 deg C, 0.5 h, 2.) RT, 1 h 5: 260 mg / H2 / 10percent Pd/C / ethanol / 3 h / 3040 Torr 6: 6 M HCl / 3 h / Heating View Scheme