T=150 - 160°C;

1: 86 percent / conc. H2SO4, KNO3 / 6 h / 50 °C 2: 79 percent / activated carbon, FeCl3*6H2O, hydrazine / methanol / 16 h / Heating 3: 1.) Na2CO3, diazotized sulfanilic acid, 2.) sodium hydroxide, sodium dithionite / 1.) AcOH, 7-9 deg C, 30 min, 2.) water, 60 deg C, 30 min 4: 40 percent / 12 N H2SO4, 10percent potassium dichromate / CHCl3 / 0.17 h 5: benzene / 24 h / Heating 6: 41 percent / 150 - 160 °C View Scheme

1: 1.) Na2CO3, diazotized sulfanilic acid, 2.) sodium hydroxide, sodium dithionite / 1.) AcOH, 7-9 deg C, 30 min, 2.) water, 60 deg C, 30 min 2: 40 percent / 12 N H2SO4, 10percent potassium dichromate / CHCl3 / 0.17 h 3: benzene / 24 h / Heating 4: 41 percent / 150 - 160 °C View Scheme

1: 79 percent / activated carbon, FeCl3*6H2O, hydrazine / methanol / 16 h / Heating 2: 1.) Na2CO3, diazotized sulfanilic acid, 2.) sodium hydroxide, sodium dithionite / 1.) AcOH, 7-9 deg C, 30 min, 2.) water, 60 deg C, 30 min 3: 40 percent / 12 N H2SO4, 10percent potassium dichromate / CHCl3 / 0.17 h 4: benzene / 24 h / Heating 5: 41 percent / 150 - 160 °C View Scheme

1: 40 percent / 12 N H2SO4, 10percent potassium dichromate / CHCl3 / 0.17 h 2: benzene / 24 h / Heating 3: 41 percent / 150 - 160 °C View Scheme

1: benzene / 24 h / Heating 2: 41 percent / 150 - 160 °C View Scheme

N,N,N',N,-tetramethylethylenediamine; sec.-butyllithium 1.) ether, -78 deg C, 1 h, 2.) ether, -40 deg C, 2 h; Yield given. Multistep reaction;

Yield given. Multistep reaction. Yields of byproduct given;

n-butyllithium; diisopropylamine 1.) THF, hexane, -78 deg C, 10 min, then -40 deg C; 2.) THF, hexane, -40 deg C, 20 min; Yield given. Multistep reaction;