Methanol → 5-Bromo-2-(methoxycarbonyl)pyridine 1-oxide

HRID 1049520Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1049520
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]([OH:11])=[O:10])=[N+:6]([O-:8])[CH:7]=1.S(Cl)(Cl)=O.[CH3:16]O>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]([O:11][CH3:16])=[O:10])=[N+:6]([O-:8])[CH:7]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 684639675-Bromo-2-carboxypyridine 1-oxide

Produkt 1

HCID 684583815-Bromo-2-(methoxycarbonyl)pyridine 1-oxide

Versuchsvorschrift

To a solution of 5-bromo-2-carboxypyridine 1-oxide (19.6 g) in methanol (300 mL) was added dropwise thionyl chloride (37.1 g) at 0° C., and the mixture was heated under reflux for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was washed with ethyl acetate to give the title compound (22.0 g) as a crude amorphous solid. This compound was used for the next step without further purification.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hr
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. washthe residue was washed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-8c12b46b436d4bc0ab96f01c5956a940
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09382188B2

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