Reaktion #62715

Reaktionsgleichung

5-{2-[2-(2-methoxyphenoxy)ethylamino]-1-phenylthioethyl}-2-methylbenzenesulfonamide

H2O2

→

5-{2-[2-(2-methoxyphenoxy)ethylamino]-1-phenylsulfinylethyl}-2-methylbenzenesulfonamide

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONafter adding
2. 2
   workup.ADDITIONAfter adding
3. 3
   Extraktion100 ml of water, the reaction mixture was extracted with 200 ml of ethyl acetate
4. 4
   ExtraktionThe ethyl acetate extract
5. 5
   Waschenwas washed with an aqueous 1% sodium carbonate solution
6. 6
   workup.DISTILLATIONethyl acetate was distilled off under reduced pressure
7. 7
   Waschenthe product was eluted with a mixed solvent of chloroform and methanol (9:1 by volume ratio)
8. 8
   Sonstigethe colorless viscous oily product thus obtained
9. 9
   Sonstigewas crystallized by the addition of ethyl acetate
10. 10
    SonstigeThe crystals formed
11. 11
    Filtrationwere recovered by filtration

Vorschrift

In 20 ml of acetic acid was dissolved 2 g of 5-{2-[2-(2-methoxyphenoxy)ethylamino]-1-phenylthioethyl}-2-methylbenzenesulfonamide and after adding thereto 0.5 ml of 30% H2O2, the mixture was heated to 50°-60° C. for 3 hours. After adding thereto 100 ml of water, the reaction mixture was extracted with 200 ml of ethyl acetate. The ethyl acetate extract was washed with an aqueous 1% sodium carbonate solution and then ethyl acetate was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography, the product was eluted with a mixed solvent of chloroform and methanol (9:1 by volume ratio), and the colorless viscous oily product thus obtained was crystallized by the addition of ethyl acetate. The crystals formed were recovered by filtration to provide 1.3 g of 5-{2-[2-(2-methoxyphenoxy)ethylamino]-1-phenylsulfinylethyl}-2-methylbenzenesulfonamide.

Quelle