Chloroform → 6-bromo-2-(2-ethylsulfonylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine

HRID 533610Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 533610
[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3SCC)[N:8]([CH3:20])[C:5]2=[N:6][CH:7]=1.C(Cl)(Cl)Cl.Cl[C:26]1C=CC=C(C(OO)=O)[CH:27]=1.[S:36]([O-:40])([O-])(=[O:38])=S.[Na+].[Na+]>O>[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[S:36]([CH2:26][CH3:27])(=[O:40])=[O:38])[N:8]([CH3:20])[C:5]2=[N:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 6212Chloroform2×HCID 24477Sodium ThiosulfateHCID 70297m-Chloroperbenzoic acidHCID 679820336-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine

Produkt 1

HCID 867082056-bromo-2-(2-ethylsulfonylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of 6-bromo-2-(2-ethylsulfanylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (0.20 g) and chloroform (3 ml), 3-chloroperbenzoic acid (purity: not less than 65%) (0.34 g) was added under ice-cooling, and then heated to room temperature, and stirred for 3.5 hours. Chloroform and saturated aqueous sodium thiosulfate solution were poured thereinto under ice-cooling, and stirred, and then, water was poured, and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The resulting solid was washed with hexane, and dried to give 0.20 g of 6-bromo-2-(2-ethylsulfonylphenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 44).

Aufarbeitung

  1. additionwas added under ice-
  2. temperaturecooling
  3. temperatureunder ice-cooling
  4. stirringstirred
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated under reduced pressure
  9. washThe resulting solid was washed with hexane
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-ddba5269e00c4fa9a96e7cb3ef2aa64b
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853238B2

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