in N,N-dimethyl-formamide T=60°C; 3 h;

cesium hydroxide in dimethyl sulfoxide T=20°C; 3 h;

potassium acetate; 1-n-butyl-3-methylimidazolium tetrafluoroborate 0.025 h; microwave irradiation;

hydrazine hydrate; nickel in N,N-dimethyl-formamide 10 h; Heating;

1: 80 percent / hydrazin hydrate (98 percent) / Raney nickel / dimethylformamide / 10 h / Heating 2: 70 percent / benzene / 8 h / Heating View Scheme

1: 80 percent / hydrazin hydrate (98 percent) / Raney nickel / dimethylformamide / 10 h / Heating 2: 65 percent / benzene / 8 h / Heating 3: 55 percent / hydrazin hydrate (98 percent) / Pd-C (10 percent) / dimethylformamide / 12 h / Heating View Scheme