N-Phenylquinoline-4-amine

Synthesis

N-phenylquinolin-4-amine was prepared by adding aniline to 4-chloroquinoline ethanol solution under microwave irradiation at 165°C.
Experiment steps：To a solution of 4-chloroquinoline (350 mg, 2.14 mmol) in ethanol (3 ml), aniline (996 mg, 10.7 mmol) was added and the mixture was reacted at 165 °C for 3 hours under microwave radiation. The reaction mixture was concentrated in vacuo, aqueous sodium carbonate (25 ml) was added and this was then extracted using dichloromethane (3×30 ml). The organic extracts were collected, dried using magnesium sulphate, concentrated in vacuo and the resulting residue was purified by flash column chromatography eluting with 2% methanol in dichloromethane to give N-phenylquinolin-4-amine as a colourless solid (42 mg, 9%).