Sodium Hydroxide → 4,6-Dimethoxypyrimidine-2-carboxylic acid

HRID 344575

Reaktionsgleichung

Reaktionsgleichung von HRID 344575
C([O:3][C:4]([C:6]1[N:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([O:14][CH3:15])[N:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C.O>[CH3:13][O:12][C:10]1[CH:9]=[C:8]([O:14][CH3:15])[N:7]=[C:6]([C:4]([OH:5])=[O:3])[N:11]=1

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 4449183Ethyl 4,6-dimethoxypyrimidine-2-carboxylate

Produkt 1

HCID 44224834,6-Dimethoxypyrimidine-2-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

17.1 g of 2-ethoxycarbonyl-4,6-dimethoxypyrimidine are dissolved in 300 ml of ethanol, and 3.4 g of sodium hydroxide in 50 ml of water are added. This solution is stirred for 4 hours at room temperature and refluxed for 1 hour. The mixture is cooled, and most of the ethanol is removed on a rotary evaporator. The residue is taken up in water and extracted using dichloromethane. The aqueous-alkaline phase is acidified to a pH of 2-3 using 6 N hydrochloric acid, and any precipitated product is filtered off with suction. This gives 9.6 g of 4,6-dimethoxypyrimidine-2-carboxylic acid of melting point 155°-157° C.

Aufarbeitung

  1. temperaturerefluxed for 1 hour
  2. temperatureThe mixture is cooled
  3. custommost of the ethanol is removed on a rotary evaporator
  4. extractionextracted
  5. filtrationany precipitated product is filtered off with suction

Quellen und Nachweise

ORD-Eintrag
ord-744dbb9a918440858a638dd1098c83bf
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05053072

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