反应详情

温度

100 °C

A mixture of 2,5-dichlorobenzonitrile (Lancaster; 2.994 g), piperazine (Aldrich; 7.616 g), and DMF (10 mL) is stirred for 4.5 h at 100° C. After cooling, the DMF is removed under reduced pressure and the residue is partitioned between dichloromethane and saturated aq. sodium bicarbonate. The organic layers are dried with MgSO4 and concentrated under reduced pressure. The residue is chromatographed on silica gel using methanol/dichloromethane (8/92) and the appropriate fractions are combined and concentrated to give 0.79 g of 5-chloro-2-(piperazin-1-yl)benzonitrile; MS m/z 221; IR (mineral oil) 1489, 802, 829, 2223, 845 cm-1, 1H NMR (CDCl3) δ 3.09, 3.18, 6.94, 7.43, 7.52.

1. temperatureAfter cooling
2. customthe DMF is removed under reduced pressure
3. customthe residue is partitioned between dichloromethane and saturated aq. sodium bicarbonate
4. dry with materialThe organic layers are dried with MgSO4
5. concentrationconcentrated under reduced pressure
6. customThe residue is chromatographed on silica gel
7. concentrationconcentrated