hydrogenchloride 0.25 h; Heating;

1: SOCl2 / 1.5 h / Heating 2: 2.) water, concd. H2SO4 / 1.) ether, THF, ethanol, reflux, 2 h; 2.) acetic acid, reflux, 4 h 3: 65 percent / dimethylsulfoxide / 6 h / 95 °C 4: 27 percent / Fe-powder, concd. HCl / ethanol; H2O / 4 h / Heating 5: 86 percent / 6N HCl / 0.25 h / Heating View Scheme

1: 2.) water, concd. H2SO4 / 1.) ether, THF, ethanol, reflux, 2 h; 2.) acetic acid, reflux, 4 h 2: 65 percent / dimethylsulfoxide / 6 h / 95 °C 3: 27 percent / Fe-powder, concd. HCl / ethanol; H2O / 4 h / Heating 4: 86 percent / 6N HCl / 0.25 h / Heating View Scheme

1: 65 percent / dimethylsulfoxide / 6 h / 95 °C 2: 27 percent / Fe-powder, concd. HCl / ethanol; H2O / 4 h / Heating 3: 86 percent / 6N HCl / 0.25 h / Heating View Scheme

1: 27 percent / Fe-powder, concd. HCl / ethanol; H2O / 4 h / Heating 2: 86 percent / 6N HCl / 0.25 h / Heating View Scheme