thionyl chloride und anschliessend mit 4-Brom-anilin in Chloroform;

1: 70 percent / alumina / CHCl3 2: 50 percent / 5.5 h / Heating; also in the presence of triethylamine or pyridine; other variation: by irradiation View Scheme

1: 1.) alcoholic KOH, 2.) AcOH / 2.) water 2: 70 percent / alumina / CHCl3 3: 50 percent / 5.5 h / Heating; also in the presence of triethylamine or pyridine; other variation: by irradiation View Scheme

1: 1.) HNO2, 3.) NaOAc / 1.) 0 deg C 2: 1.) alcoholic KOH, 2.) AcOH / 2.) water 3: 70 percent / alumina / CHCl3 4: 50 percent / 5.5 h / Heating; also in the presence of triethylamine or pyridine; other variation: by irradiation View Scheme

5.5 h; Heating;