反应详情

A solution of 4-nitroaniline (4-7) (13.8 g, 100 mmol) and phenylsulfonyl chloride (14 mL, 100 mmol) in pyridine (50 mL) was heated at 100° C. for 2 h. The resultant solution was concentrated, and the residue dissolved in ethyl acetate. The organic extract was washed successively with 2M hydrochloric acid, sat. aq. sodium bicarbonate brine, dried over magnesium sulfate, filtered and concentrated under vacuum. The residue was dissolved in a minimum amount of ethyl acetate with warning, and hexane added until the solution turned cloudy. The mixture was allowed to cool slowly to RT and then chilled at 0° C. The yellow solid precipitated was obtained by filtration. Further drying under vacuum overnight provide N-phenylsulfonyl-4-nitroaniline.

1. concentrationThe resultant solution was concentrated
2. dissolutionthe residue dissolved in ethyl acetate
3. extractionThe organic extract
4. washwas washed successively with 2M hydrochloric acid, sat. aq. sodium bicarbonate brine
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated under vacuum
8. dissolutionThe residue was dissolved in a minimum amount of ethyl acetate with warning, and hexane
9. additionadded until the solution
10. temperaturechilled at 0° C
11. customThe yellow solid precipitated
12. customwas obtained by filtration
13. customFurther drying under vacuum overnight