Methyl iodide → N-(4-bromo-2-ethylphenyl)-N-methylmethanesulfonamide

HRID 858605

Reaktionsgleichung

Reaktionsgleichung von HRID 858605
CI.[Br:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])=[C:6]([CH2:15][CH3:16])[CH:5]=1.[C:17](=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Br:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]([CH3:17])[S:11]([CH3:14])(=[O:13])=[O:12])=[C:6]([CH2:15][CH3:16])[CH:5]=1

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 6469152N-(4-bromo-2-ethylphenyl)methanesulfonamide

Produkt 1

HCID 58762333N-(4-bromo-2-ethylphenyl)-N-methylmethanesulfonamideAusbeute 71,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Methyl iodide (1.6 g, 0.0256M) was added to a mixture of N-(4-bromo-2-ethylphenyl)methanesulfonamide (4.77 g, 0.0171M) and potassium carbonate (3.5 g, 0.0256M) in dimethylformamide (50 ml) at room temperature under an atmosphere of nitrogen. The reaction mixture was stirred for a further 24 hrs after which time it was partitioned between diethylether (100 ml) and water (100 ml). The aqueous was extracted further with diethyl ether (2×100 ml). The combined organics were dried over magnesium sulfate, filtered and the solvent concentrated in vacuuo to afford the title compound as a brown oil (3.6 g).

Aufarbeitung

  1. customwas partitioned between diethylether (100 ml) and water (100 ml)
  2. extractionThe aqueous was extracted further with diethyl ether (2×100 ml)
  3. dry with materialThe combined organics were dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe solvent concentrated in vacuuo

Quellen und Nachweise

ORD-Eintrag
ord-551f5c08e71c4567bf0b1a70c7362d77
Quelldatensatz
uspto-grants-2006_12
Patentnummer
US07148226B2

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