Urea → 2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(3-methyl-2-butenyl)-

HRID 992843

Reaktionsgleichung

Reaktionsgleichung von HRID 992843
[Na].[NH2:2][C:3]([NH2:5])=[O:4].[CH2:6]([CH:11]([C:17](OCC)=[O:18])[C:12](OCC)=[O:13])[CH:7]=[C:8]([CH3:10])[CH3:9]>C(O)C>[CH3:9][C:8]([CH3:10])=[CH:7][CH2:6][CH:11]1[C:12](=[O:13])[NH:5][C:3](=[O:4])[NH:2][C:17]1=[O:18]

Komponenten

5

Edukt 3

HCID 1176UreaHCID 89748Diethyl (3-methylbut-2-enyl)malonateHCID 5360545Sodium

Produkt 1

HCID 30269742,4,6(1H,3H,5H)-Pyrimidinetrione, 5-(3-methyl-2-butenyl)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 70 mg sodium (3.03 mmol) in 1.0 mL absolute ethanol was added 61 mg urea (1.01 mmol), followed by 200 mg of the diethyl prenylmalonate (0.88 mmol) prepared in the previous experiment. The solution was refluxed gently for 12 hours. Most of the ethanol was removed by rotary evaporation, and the residue was diluted in water. The solution was acidified to pH 3 and extracted 2×10 mL with ethyl acetate. The combined organic phases were dried over anhydrous magnesium sulfate and concentrated to 214 mg of an off-white solid.

Aufarbeitung

  1. customprepared in the previous experiment
  2. temperatureThe solution was refluxed gently for 12 hours
  3. customMost of the ethanol was removed by rotary evaporation
  4. additionthe residue was diluted in water
  5. extractionextracted 2×10 mL with ethyl acetate
  6. dry with materialThe combined organic phases were dried over anhydrous magnesium sulfate
  7. concentrationconcentrated to 214 mg of an off-white solid

Quellen und Nachweise

ORD-Eintrag
ord-aa3e50c6ae8d4c82bcfc4144ca17bec9
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06472227B1

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