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m-Chloroperbenzoic acid → 2-(2-Diethylaminobenzylsulfinyl)-3-methylquinoxaline

HRID 1030797
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1030797
[CH2:1]([N:3]([CH2:23][CH3:24])[C:4]1[CH:22]=[CH:21][CH:20]=[CH:19][C:5]=1[CH2:6][S:7][C:8]1[C:17]([CH3:18])=[N:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1)[CH3:2].ClC1C=CC=C(C(OO)=[O:33])C=1>C(Cl)(Cl)Cl>[CH2:23]([N:3]([CH2:1][CH3:2])[C:4]1[CH:22]=[CH:21][CH:20]=[CH:19][C:5]=1[CH2:6][S:7]([C:8]1[C:17]([CH3:18])=[N:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1)=[O:33])[CH3:24]
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Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 14052179HCID 14052179, Verbindung

Produkt 1

HCID 140521842-(2-Diethylaminobenzylsulfinyl)-3-methylquinoxalineAusbeute 67,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

In 50 ml of chloroform was dissolved 1.7 g of 2-(2-diethylaminobenzylthio)-3-methylquinoxaline. To the chilled solution kept at -10° C. was portionwise added 1.21 g of m-chloroperbenzoic acid (purity: 80%). The reaction liquid was then washed successively with saturated aqueous NaHCO3 solution, water and saturated aqueous sodium chloride solution, and dried over sodium sulfate. The sodium sulfate was then removed by filtration, and the solvent was evaporated under reduced pressure from the filtrate. The residual oil was purified by silica gel column chromatography (hexane/acetone) to give 1.2 g of 2-(2-diethylaminobenzylsulfinyl)-3-methylquinoxaline as a yellow oil.

Aufarbeitung

  1. customkept at -10° C.
  2. customThe reaction liquid
  3. washwas then washed successively with saturated aqueous NaHCO3 solution, water and saturated aqueous sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. customThe sodium sulfate was then removed by filtration
  6. customthe solvent was evaporated under reduced pressure from the filtrate
  7. customThe residual oil was purified by silica gel column chromatography (hexane/acetone)

Quellen und Nachweise

ORD-Eintrag
ord-fc65e368786043f2a5d24b9e0075991b
Quelldatensatz
uspto-grants-1992_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05106976

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