1: 1.) NaNO2, conc. HCl; 2.) CuCl2*2H2O / 1.) water, 0.5 h, 0 to 5 deg C; 2.) acetone, 0 deg C 2: NH2OH*HCl, NaOAc / ethanol; H2O / 3.5 h / Heating 3: Ac2O / 2.5 h / Heating 4: HCl / 3.5 h 5: 69 percent / NH3 / ethanol / 1.) room temperature, 2.) reflux, 5 h 6: 40 percent / 50percent HI, Ac2O / 0.75 h / Heating View Scheme

1: NH2OH*HCl, NaOAc / ethanol; H2O / 3.5 h / Heating 2: Ac2O / 2.5 h / Heating 3: HCl / 3.5 h 4: 69 percent / NH3 / ethanol / 1.) room temperature, 2.) reflux, 5 h 5: 40 percent / 50percent HI, Ac2O / 0.75 h / Heating View Scheme

1: HCl / 3.5 h 2: 69 percent / NH3 / ethanol / 1.) room temperature, 2.) reflux, 5 h 3: 40 percent / 50percent HI, Ac2O / 0.75 h / Heating View Scheme

1: Ac2O / 2.5 h / Heating 2: HCl / 3.5 h 3: 69 percent / NH3 / ethanol / 1.) room temperature, 2.) reflux, 5 h 4: 40 percent / 50percent HI, Ac2O / 0.75 h / Heating View Scheme

1: 1.) NaNO2, conc. HCl; 2.) CuCl2*2H2O / 1.) water, 0.5 h, 0 to 5 deg C; 2.) acetone, 0 deg C 2: NH2OH*HCl, NaOAc / ethanol; H2O / 3.5 h / Heating 3: Ac2O / 2.5 h / Heating 4: HCl / 3.5 h 5: 69 percent / NH3 / ethanol / 1.) room temperature, 2.) reflux, 5 h 6: 40 percent / 50percent HI, Ac2O / 0.75 h / Heating View Scheme