Methanol → Methyl pyrimidine-5-carboxylate

HRID 1681867

Reaktionsgleichung

Reaktionsgleichung von HRID 1681867
[N:1]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[CH:4]=[N:3][CH:2]=1.[CH3:10]O>>[CH3:10][O:8][C:7]([C:5]1[CH:6]=[N:1][CH:2]=[N:3][CH:4]=1)=[O:9]

Komponenten

3

Edukt 2

HCID 887MethanolHCID 78346Pyrimidine-5-carboxylic acid

Produkt 1

HCID 253902Methyl pyrimidine-5-carboxylateAusbeute 77 %

Versuchsvorschrift

Crude pyrimidine-5-carboxylic acid (2.4 g, 19.38 mmol) was suspended in 100 ml methanol in a round bottom flask fitted with a reflux condenser, drying tube, and a dropping funnel, and 2.8 ml thionyl chloride was added dropwise with stirring. The suspension was stirred and refluxed overnight; then cooled to room temperature and the solvents evaporated in vacuo. Ice cold water (50 ml) was added, basified to pH 8 (sat. NaHCO3), and extracted with chloroform (3×50 ml). The organics were dried (MgSO4), filtered and evaporated in vacuo to yield 2.07 g crude yellow crystals (77%).

Aufarbeitung

  1. customfitted with a reflux condenser
  2. customdrying tube, and a dropping funnel
  3. addition2.8 ml thionyl chloride was added dropwise
  4. stirringThe suspension was stirred
  5. temperaturerefluxed overnight
  6. customthe solvents evaporated in vacuo
  7. additionIce cold water (50 ml) was added
  8. extractionextracted with chloroform (3×50 ml)
  9. dry with materialThe organics were dried (MgSO4)
  10. filtrationfiltered
  11. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-502c9498087542d6a9fda80e143b2939
Quelldatensatz
uspto-grants-1992_12
Patentnummer
US05175166

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