反应详情

A solution of (3-benzylamino-phenyl)-carbamic acid tert-butyl ester (1.27 g, 4.3 mmol), benzenesulphonyl chloride (1.79 ml, 14 mmol) and pyridine (1.24 ml, 15.3 mmol) in dry dichloromethane (30 ml) were heated to reflux for 15 hrs. The reaction mixture was cooled to room temperature and quenched with water and extracted with dichloromethane (3×75 ml). The combined organics were dried (magnesium sulphate), concentrated in vacuo and the crude residue purified by flash column chromatography (SiO2) eluting with dichloromethane to afford the title compound as a brown oil (1.09 g, 58%). HPLC retention time 6.6 mins.

1. temperatureto reflux for 15 hrs
2. customquenched with water
3. extractionextracted with dichloromethane (3×75 ml)
4. dry with materialThe combined organics were dried (magnesium sulphate)
5. concentrationconcentrated in vacuo
6. customthe crude residue purified by flash column chromatography (SiO2)
7. washeluting with dichloromethane