N,N-dimethylcarbamoyl chloride in dichloromethane T=20°C; Reissert-Henze reaction;

in acetic anhydride 1.5 h; Heating;

trichlorophosphate Reflux;

1.1: trichlorophosphate / |Reflux 2.1: tri[2-(2-methoxyethoxy)ethyl]amine; potassium hydroxide / acetonitrile / 1 h / 80 °C / |Inert atmosphere 2.2: 0.5 h / 40 °C / |Inert atmosphere 3.1: ammonia / methanol-d1 / 24 h / 0 - 20 °C View Scheme

1.1: trichlorophosphate / |Reflux 2.1: tri[2-(2-methoxyethoxy)ethyl]amine; potassium hydroxide / acetonitrile / 1 h / 80 °C / |Inert atmosphere 2.2: 0.5 h / 40 °C / |Inert atmosphere 3.1: ammonia / methanol-d1 / 24 h / 0 - 20 °C 4.1: hydrazine hydrate / water / 95 °C 4.2: Raney nickel / 0.5 h / |Reflux View Scheme