ferric nitrate; ammonia; sodium in acetone 2 h; Heating;

1: 98 percent / K2CO3 / acetone / 3.5 h / Heating 2: 58 percent / NH3(liquid); Na; iron nitrate nonahydrate / acetone / 2 h / Heating View Scheme

1: ammonium polysulphide 3: methanol / 10 h / 130 °C / sealed tube 4: stannous chloride, HCl View Scheme

2: methanol / 10 h / 130 °C / sealed tube 3: stannous chloride, HCl View Scheme

1: methanol / 10 h / 130 °C / sealed tube 2: stannous chloride, HCl View Scheme

hydrogenchloride; tin(ll) chloride

sodium amide

(i) aq. NaNO2, aq. HBr, (ii) CuBr; Multistep reaction;

1.1: 94 percent / Et3N / CH2Cl2 / 0.5 h / 20 °C 2.1: TMEDA; n-BuLi / tetrahydrofuran; hexane / 2 h / 0 °C 2.2: 48 percent / ethanol; hexane / 2.5 h / -78 - 20 °C 3.1: 99 percent / HCl / 1,2-dimethoxy-ethane / 5 h / Heating 4.1: 90 percent / p-TsOH*H2O / methanol / 6 h / Heating 5.1: 91 percent / NaH; O-(diphenylphosphinyl)hydroxylamine / tetrahydrofuran / 0.75 h / 0 - 20 °C 6.1: H2SO4 / H2O / 4 h / 20 - 85 °C View Scheme

(i) aq. NH2OH*HCl, NaOAc, (ii) CuSO4, Na2SO3, aq. NaOAc, (iii) /BRN= 2961619/, NaNO2, aq. HCl; Multistep reaction;