pyridine; N-bromosuccinmide in dichloromethane T=40°C; 1 h;

1: N,N-dimethylaniline / CH2Cl2 / Ambient temperature 2: 74 percent / hydrazin hydrate / 16 h / 80 °C 3: 78 percent / pyridine, N-bromosuccinimide / CH2Cl2 / 1 h / 40 °C View Scheme

1: 74 percent / hydrazin hydrate / 16 h / 80 °C 2: 78 percent / pyridine, N-bromosuccinimide / CH2Cl2 / 1 h / 40 °C View Scheme