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Methyl iodide → HCID 22097036, Verbindung

HRID 1458553
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1458553
[CH3:1]C(C)([O-])C.[K+].[Cl:7][C:8]1[C:9]([NH:23][S:24]([CH2:27][CH3:28])(=[O:26])=[O:25])=[C:10]2[C:15](=[CH:16][C:17]=1[Cl:18])[N:14]=[C:13]([O:19][CH3:20])[C:12]([O:21][CH3:22])=[N:11]2.CI>CN(C)C=O>[Cl:7][C:8]1[C:9]([N:23]([CH3:1])[S:24]([CH2:27][CH3:28])(=[O:26])=[O:25])=[C:10]2[C:15](=[CH:16][C:17]=1[Cl:18])[N:14]=[C:13]([O:19][CH3:20])[C:12]([O:21][CH3:22])=[N:11]2
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 22097009HCID 22097009, VerbindungHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 22097036HCID 22097036, VerbindungAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Potassium tert-butoxide (67.5 mg, 1.1 mmol) was added to a stirred solution of N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)ethanesulphonamide (Preparation 4) (200 mg, 0.55 mmol) in dry dimethylformamide (3 ml) under nitrogen at 20° C. After 5 minutes, methyl iodide (38 μl, 1.1 mmol) was added and the mixture was stirred at 20° C. for 2 hours. The mixture was concentrated under reduced pressure, partitioned between ethyl acetate and water, and the combined organic extracts were washed with dilute aqueous sodium hydroxide. The solution was dried (MgSO4) and concentrated under reduced pressure. The residue was purified by flash chromatography (eluting with dichloromethane) to give N-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-N-(methyl)ethanesulphonamide (150 mg, 79%).

Aufarbeitung

  1. concentrationThe mixture was concentrated under reduced pressure
  2. custompartitioned between ethyl acetate and water
  3. washthe combined organic extracts were washed with dilute aqueous sodium hydroxide
  4. dry with materialThe solution was dried (MgSO4)
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by flash chromatography (eluting with dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-a762b4163d8e413689e1ba08022c6ec5
Quelldatensatz
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05852016

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