sodium hydroxide in 1,4-dioxane; water 2 h; Ambient temperature;

1: 60 percent / 80percent hydrazine / methanol / 96 h / Ambient temperature 2: 1.) 1M HCl, NaNO2, 2.) triethylamine / 1.) glacial acetic acid, 0 deg C, 15 min, 2.) DMF, 0 deg C, 6 d View Scheme

hydrogenchloride in ethyl acetate T=0°C; 2 h;