potassium hydroxide; hydrazine hydrate in diethylene glycol T=130°C; 3 h;

1: 1) hydrazine hydrate, 2) KOH / 1) diethylene glycol, 130 deg C, 1 h, 2) diethylene glycol, 130 deg C, 2 h, then 160 deg C, 3 h 2: 1) TiCl4, 2) hydroxylamine hydrochloride, pyridine / 1) CH2Cl2, 0 deg C, 30 min, 2) ethanol, reflux, 2 h 3: 83 percent / acetic anhydride / 2 h / Heating View Scheme

3-methyl-2-amino-pyridine; aniline; benzoic acid; Wilkinson's catalyst in toluene T=130°C; 1 h;

carbon disulfide; aluminium trichloride

aluminium trichloride in hexane T=45°C;