Sodium Methoxide → 2-(ethylthio)-5-(2-hydroxyethyl)-6-methyl-4(3H)-pyrimidinone

HRID 580892Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 580892
[OH:1][CH2:2][CH2:3][C:4]1[C:5](=[O:12])[NH:6][C:7]([SH:11])=[N:8][C:9]=1[CH3:10].C[O-].[Na+].[I-].[CH3:17][CH3:18]>CO>[CH2:17]([S:11][C:7]1[NH:6][C:5](=[O:12])[C:4]([CH2:3][CH2:2][OH:1])=[C:9]([CH3:10])[N:8]=1)[CH3:18]

Komponenten

5

Edukt 3

HCID 10942334Sodium MethoxideHCID 18513229Ethane;iodideHCID 1784335535-(2-hydroxyethyl)-6-methyl-2-sulfanyl-1H-pyrimidin-4-one

Produkt 1

HCID 1361744192-(ethylthio)-5-(2-hydroxyethyl)-6-methyl-4(3H)-pyrimidinoneAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of intermediate 1 (37.2 g) and sodium methylate (36 g) in methanol (250 ml) was stirred for 30 min. Ethane iodide (31.2 g) was added dropwise. The reaction mixture was stirred and refluxed for 3 hours. The solvent was evaporated and the residue was stirred in water, filtered and recrystallized from CH3CN. The precipitate was filtered off and dried, yielding 26 g (60%) of 2-(ethylthio)-5-(2-hydroxyethyl)-6-methyl-4(3H)-pyrimidinone (intermediate 2).

Aufarbeitung

  1. stirringThe reaction mixture was stirred
  2. temperaturerefluxed for 3 hours
  3. customThe solvent was evaporated
  4. stirringthe residue was stirred in water
  5. filtrationfiltered
  6. customrecrystallized from CH3CN
  7. filtrationThe precipitate was filtered off
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-58e320e6469e409fb1f4545ce0580a3b
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05919788

Notizen zur Reaktion

Wird geladen…