反应详情

A stirred mixture of 4-dodecylsulfonylaniline (519.6 g 1.6 moles), 1,2-dichloroethane (2.5 liters) and N-chlorosuccinimide (110 g 0.825 moles) was heated under reflux for 45 minutes. A further 60 g (0.45 moles) of N-chlorosuccinimide was added and heating was continued for 45 minutes. A further 53 g of N-chlorosuccinimide (0.40 moles) was added and heating was maintained for another hour. The total amount of N-chlorosuccinimide was used 223 g (1.67 moles). TLC showed no starting material. The solvent was removed on the rotovapor and the residue was dissolved in ethyl acetate (2 liters). The solution was washed with 3×15 liters of hot water, then it was dried over magnesium sulfate and the solvent was removed. The product was recrystalized twice from petroleum ether (bp 60°-80° C.) containing a little ethyl acetate to give 513.6 g (89%) of pure material.

1. temperaturewas heated
2. temperatureunder reflux for 45 minutes
3. temperatureheating
4. temperatureheating
5. temperaturewas maintained for another hour
6. customThe solvent was removed on the rotovapor
7. dissolutionthe residue was dissolved in ethyl acetate (2 liters)
8. washThe solution was washed with 3×15 liters of hot water
9. dry with materialit was dried over magnesium sulfate
10. customthe solvent was removed
11. customThe product was recrystalized twice from petroleum ether (bp 60°-80° C.)
12. additioncontaining a little ethyl acetate