Methyl iodide → 4-Bromo-1,3,5-trimethylpyrazole

HRID 2802

Reaktionsgleichung

Reaktionsgleichung von HRID 2802
[Br:1][C:2]1[C:3]([CH3:8])=[N:4][NH:5][C:6]=1[CH3:7].[H-].[Na+].[H][H].IC.[C:15](=O)([O-])O.[Na+]>CN(C)C=O>[Br:1][C:2]1[C:3]([CH3:8])=[N:4][N:5]([CH3:15])[C:6]=1[CH3:7]

Komponenten

7

Edukt 5

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 769374-bromo-3,5-dimethyl-1H-pyrazoleHCID 516892Sodium BicarbonateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 5191814-Bromo-1,3,5-trimethylpyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

4-Bromo-3,5-dimethylpyrazole (10 g) in dry dimethylformamide (50 ml) was added to a stirred suspension of sodium hydride (1.8 g) in dry dimethylformamide at 0° C. When the evolution of hydrogen was complete, iodomethane (8.9 g) was added dropwise. The mixture was allowed to warm to room temperature and after 30 minutes saturated aqueous sodium hydrogen carbonate (5 ml) was added. Following evaporation under high vacuum, the residue was purified by column chromatography to give the title compound.

Aufarbeitung

  1. additionwas added
  2. customevaporation under high vacuum
  3. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-ac7f5eb35ef547d1a557dea38319f19e
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05731335

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