Dimethylformamide → 5-Chlorocarbonyl-pyridine-2-carboxylic acid methyl ester

HRID 975320

Reaktionsgleichung

Reaktionsgleichung von HRID 975320
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([OH:13])=O)=[CH:7][N:6]=1)=[O:4].S(Cl)([Cl:16])=O.CN(C)C=O>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]([Cl:16])=[O:13])=[CH:7][N:6]=1)=[O:4]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 5796316-(Methoxycarbonyl)pyridine-3-carboxylic acid

Produkt 1

HCID 151211775-Chlorocarbonyl-pyridine-2-carboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

14.5 g (80 mmol) of 2-methoxycarbonylpyridine-5-carboxylic acid are treated with 6.48 ml of thionyl chloride and 2 ml of anhydrous N,N-dimethylformamide in 200 ml of anhydrous toluene. The mixture is heated at 70° C. for 3 h with stirring. It is then concentrated in vacuo and the residue is dissolved in 150 ml of tetrahydrofuran.

Aufarbeitung

  1. concentrationIt is then concentrated in vacuo
  2. dissolutionthe residue is dissolved in 150 ml of tetrahydrofuran

Quellen und Nachweise

ORD-Eintrag
ord-b7ff8f5cd07e44dab300a97985b59738
Quelldatensatz
uspto-grants-1997_03
Patentnummer
US05607954

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