Reaktion #52590

Reaktionsgleichung

5-chlorosulfonyl-2-oxindole

4-trifluoromethylaniline

pyridine

→

5-(4-trifluoromethylphenyl-aminosulfonyl)-2-oxindole

Ausbeute 37.2%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe precipitate which formed
2. 2
   Filtrationwas collected by vacuum filtration
3. 3
   Waschenwashed twice with 5 mL of water
4. 4
   Sonstigedried under vacuum at 40° C. overnight
5. 5
   Sonstigeto give 2.4 g of crude product
6. 6
   workup.ADDITIONcontaining some impurities by thin layer chromatography
7. 7
   SonstigeThe crude product was chromatographed on silica gel eluting with ethyl acetate:hexane (1:2)

Vorschrift

A suspension of 2.1 g of 5-chlorosulfonyl-2-oxindole, 1.6 g of 4-trifluoromethylaniline and 1.4 g of pyridine in 20 mL of dichloromethane was stirred at room temperature for 4 hours. The precipitate which formed was collected by vacuum filtration, washed twice with 5 mL of water and dried under vacuum at 40° C. overnight to give 2.4 g of crude product containing some impurities by thin layer chromatography. The crude product was chromatographed on silica gel eluting with ethyl acetate:hexane (1:2) to give 1.2 g (37% yield) of 5-(4-trifluoromethylphenyl-aminosulfonyl)-2-oxindole.

Quelle