Sodium Acetate → N-(5-chloropyridin-2-yl)-2-acetoxyacetamide

HRID 1820934

Reaktionsgleichung

Reaktionsgleichung von HRID 1820934
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][N:7]=1)=[O:4].[C:13]([O-:16])(=[O:15])[CH3:14].[Na+]>CN(C)C=O.C(OCC)(=O)C>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([NH:5][C:3](=[O:4])[CH2:2][O:16][C:13](=[O:15])[CH3:14])=[N:7][CH:8]=1

Komponenten

5

Edukt 2

HCID 517045Sodium AcetateHCID 51511482-chloro-N-(5-chloropyridin-2-yl)acetamide

Produkt 1

HCID 23062652N-(5-chloropyridin-2-yl)-2-acetoxyacetamideAusbeute 89,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

2-Chloro-N-(5-chloropyridin-2-yl)acetamide (30.68 g) obtained in Reference Example 26(1) is dissolved in N,N-dimethylformamide (500 ml), thereto is added sodium acetate (24.55 g), and the mixture is stirred at 60° C. for 5 hours. The reaction solution is diluted with ethyl acetate, washed successively with water and saturated brine. The solution is dried over magnesium sulfate, treated with activated charcoal, and the filtrate is concentrated under reduced pressure. The resulting residue is suspended in n-hexane and crystals are collected by filtration, washed with n-hexane, and dried to give N-(5-chloropyridin-2-yl)-2-acetoxyacetamide (30.58 g). APCI-MS M/Z:229/231[M+H]+

Aufarbeitung

  1. washwashed successively with water and saturated brine
  2. dry with materialThe solution is dried over magnesium sulfate
  3. additiontreated with activated charcoal
  4. concentrationthe filtrate is concentrated under reduced pressure
  5. filtrationcrystals are collected by filtration
  6. washwashed with n-hexane
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-69929170c9814fa581953b4d1a5fee46
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07605158B2

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