Water → 5-Iodo-N,N-dimethylpyridin-2-amine

HRID 454809

Reaktionsgleichung

Reaktionsgleichung von HRID 454809
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([I:9])=[CH:5][N:4]=1.[C:10](=O)([O-])[O-].[K+].[K+].IC.O>CC(N(C)C)=O>[CH3:1][N:2]([C:3]1[CH:8]=[CH:7][C:6]([I:9])=[CH:5][N:4]=1)[CH3:10]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 11253290(5-Iodo-pyridin-2-yl)-methyl-amine

Produkt 1

HCID 234385795-Iodo-N,N-dimethylpyridin-2-amineAusbeute 57 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

The obtained 2-(N-monomethylamino)-5-iodopyridine (99, 1.00 g, 4.27 mmol), potassium carbonate (2.95 g, 21.36 mmol) and iodomethane (145 mg, 8.546 mmol) were dissolved in dimethylacetamide (30 mL), and the reaction mixture was heated at 90° C. for 24 hours, followed by adding water. Organic compounds were extracted with ethyl acetate and evaporated after a treatment with sodium sulfate. Purification was performed by column chromatograph to give the target compound 2-(N,N-dimethylamino)-5-iodopyridine (100, 603 mg, 57%).

Aufarbeitung

  1. extractionOrganic compounds were extracted with ethyl acetate
  2. customevaporated after a treatment with sodium sulfate
  3. customPurification

Quellen und Nachweise

ORD-Eintrag
ord-f7704ee6c4784f8ab3530aa48939cf40
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08497260B2

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