1: 1.) 48 percent HBr, Br2; 2.) NaNO2 / 1) 30-40 deg C; 2) -5 deg C, H2O; 10-15 Deg C, 90 min.; 3) 40 deg C. 15 min 2: dimethylsulfoxide / 0.08 h / 180 °C 3: 54 percent / HCl / 1.5 h / Heating 4: 70 percent / H2S, 25 percent NH3 5: pyridine / 3 h View Scheme

1: dimethylsulfoxide / 0.08 h / 180 °C 2: 54 percent / HCl / 1.5 h / Heating 3: 70 percent / H2S, 25 percent NH3 4: pyridine / 3 h View Scheme

1: 70 percent / H2S, 25 percent NH3 2: pyridine / 3 h View Scheme

1: 54 percent / HCl / 1.5 h / Heating 2: 70 percent / H2S, 25 percent NH3 3: pyridine / 3 h View Scheme

1: aqueous HCl 2: concentrated aqueous NH3; H2S View Scheme

in pyridine 3 h; Yield given;

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