反应 #2006411

反应方程式

NaHCO3

benzenesulfonyl chloride

3iodoaniline

Et3N

→

title compound 21

收率 94.0%

3-(Benzenesulfonylamino)-phenyl Iodide

收率 94.0%

溶剂

CH2Cl2

反应条件

后处理

1. 1
   其他a white precipitate was formed
2. 2
   其他the phases were separated
3. 3
   萃取The aqueous layer was extracted several times with CH2Cl2
4. 4
   干燥the combined extracts were dried over (MgSO4)
5. 5
   其他then evaporated
6. 6
   workup.DISSOLUTIONThe crude mixture was dissolved in MeOH (100 mL)
7. 7
   workup.ADDITIONNaOMe (6 g), was added
8. 8
   workup.ADDITIONwas added
9. 9
   其他The solvent was evaporated under reduced pressure
10. 10
    萃取the aqueous phase was extracted several times with CH2Cl2
11. 11
    干燥The combined organic extracts were dried over (MgSO4)
12. 12
    其他evaporated
13. 13
    其他The crude material was purified by flash chromatography

实验过程

To a solution of 3iodoaniline (5 g, 22.8 mmol), in CH2Cl2 (100 mL), were added at room temperature Et3N (6.97 mL) followed by benzenesulfonyl chloride (5.84 mL). The mixture was stirred 4 h then a white precipitate was formed. A saturated aqueous solution of NaHCO3 was added and the phases were separated. The aqueous layer was extracted several times with CH2Cl2 and the combined extracts were dried over (MgSO4) then evaporated. The crude mixture was dissolved in MeOH (100 mL) and NaOMe (6 g), was added and the mixture was heated 1 h at 60° C. The solution became clear with time and HCl (1N) was added. The solvent was evaporated under reduced pressure then the aqueous phase was extracted several times with CH2Cl2. The combined organic extracts were dried over (MgSO4) and evaporated. The crude material was purified by flash chromatography using (100% CH2Cl2) as solvent yielding the title compound 21 (7.68g, 94%) as yellow solid.

来源