4-Chloro-2-methylthiopyrimidine → 4-Ethoxy-2-(methylsulfanyl)pyrimidine

HRID 914408Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 914408
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=1.[O-:10][CH2:11][CH3:12].[Na+]>C(O)C>[CH2:11]([O:10][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([S:8][CH3:9])[N:3]=1)[CH3:12]

Komponenten

4

Edukt 2

HCID 971134-Chloro-2-methylthiopyrimidineHCID 2723922Sodium ethoxide

Produkt 1

HCID 2781014-Ethoxy-2-(methylsulfanyl)pyrimidineAusbeute 94,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

4-Chloro-2-(methylthio)pyrimidine (3.0 g) was dissolved in ethanol (30 mL), sodium ethoxide (2.54 g) was added, and the mixture was stirred at 60° C. for 10 hr. The reaction mixture was cooled, and the solvent was concentrated under reduced pressure. Water was added, and the mixture was extracted with diethyl ether. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (3.0 g) as a slightly yellow oil.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. concentrationthe solvent was concentrated under reduced pressure
  3. additionWater was added
  4. extractionthe mixture was extracted with diethyl ether
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3989c979b91544b78c60ec5ed8ec308c
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026370B2

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