反应详情

A mixture of 4-dodecylsulphonylaniline (519.8 g, 1.6 moles), 1,2-dichlorethane (2.5 liters) and N-chlorosuccinimide (NCS) (110 g, 0.825 moles) was stirred at reflux for 45 minutes, then a further 60 g (0.45 moles) of NCS added. Refluxing was continued for another 45 minutes and another 53 g of NCS was added. The mixture was refluxed for another hour. The total amount of NCS used was 223 g (1.67 moles). TLC showed no starting material. The solvent was removed on the rotavapor, the residue dissolved in ethyl acetate (2 liters), washed with 3×1.5 liters of hot water, dried (MgSO4) and the solvent removed. The product was recrystallized twice from petroleum ether plus a little ethyl acetate to give 513.6 g (89%).

1. temperatureat reflux for 45 minutes
2. temperatureRefluxing
3. temperatureThe mixture was refluxed for another hour
4. customThe solvent was removed on the rotavapor
5. dissolutionthe residue dissolved in ethyl acetate (2 liters)
6. washwashed with 3×1.5 liters of hot water
7. dry with materialdried (MgSO4)
8. customthe solvent removed
9. customThe product was recrystallized twice from petroleum ether
10. customa little ethyl acetate to give 513.6 g (89%)