Rh(PPh3)Cl in benzonitrile T=160 - 170°C; 7 h;

aluminium trichloride T=100°C; 46 h;

T=250°C; 1 h;

potassium carbonate; phenylhydrazine in N,N-dimethyl-formamide 4 h; Heating;

aluminium trichloride in carbon disulfide 31 h; Heating;

1: S2Cl2, SO2Cl2, AlCl3 / 1.25 h / Heating 2: S2Cl2, SO2Cl2, AlCl3 / 7 h / Heating 3: 90 percent / SnCl2*2H2O / dioxane / 22 h / Heating 4: 80 percent / Br2 / CCl4 / 100 h / Heating; Irradiation 5: 81 percent / 30percent oleum / 6 h 6: 47 percent / Rh(PPh3)Cl / benzonitrile / 7 h / 160 - 170 °C View Scheme

1: 57 percent / nitronium tetrafluoroborate / tetrahydrothiophene 1,1-dioxide / 8 h / 70 °C 2: 70 percent / H2 / palladium on charcoal / toluene / 24 h 3: 1.) sodium nitrite, conc. sulphuric acid, 2.) copper(I) bromide, conc. hydrobromic acid / 1.) below 10 deg C, 10 min, 2.) reflux, 1 h View Scheme