Uracil → Ethyl 2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetate

HRID 1416402Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1416402
[NH:1]1[CH:8]=[CH:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].Br[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>O.CS(C)=O>[O:3]=[C:2]1[NH:4][C:5](=[O:6])[CH:7]=[CH:8][N:1]1[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12]

Komponenten

7

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A dimethyl sulfoxide solution (150 mL) containing 10.02 g of uracil, 3.3 mL of ethyl bromoacetate, 13.85 g of potassium carbonate and 4.52 g of sodium iodide was stirred at 90° C. for six hours. The reaction mixture was poured over water and the mixture was extracted with chloroform. The extracts were combined, dried over sodium sulfate and concentrated in vacuo. The concentrate was poured over a saturated saline solution, the mixture was extracted with ethyl acetate and the extract was dried over sodium sulfate. After concentration, the resulting residue was recrystallized from ethyl acetate to give 2.30 g of ethyl 2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-acetate.

Aufarbeitung

  1. extractionthe mixture was extracted with chloroform
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated in vacuo
  4. additionThe concentrate was poured over a saturated saline solution
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialthe extract was dried over sodium sulfate
  7. concentrationAfter concentration
  8. customthe resulting residue was recrystallized from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-c94bbe17386441bf9047c526e886e22b
Quelldatensatz
uspto-grants-1999_06
Patentnummer
US05912261

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