Malonic Acid → Cyclohexane

HRID 986690

Reaktionsgleichung

Reaktionsgleichung von HRID 986690
C(NC(N[CH:8]([CH3:10])[CH3:9])=O)(C)C.[C:11](O)(=O)[CH2:12][C:13](O)=O.[CH:18]([N:21]1[C:26](=[O:27])[CH2:25][C:24](=[O:28])[N:23]([CH:29]([CH3:31])[CH3:30])[C:22]1=[O:32])([CH3:20])[CH3:19]>C(OC(=O)C)(=O)C>[CH:29]([N:23]1[C:24](=[O:28])[CH2:25][C:26](=[O:27])[N:21]([CH:18]([CH3:20])[CH3:19])[C:22]1=[O:32])([CH3:31])[CH3:30].[CH2:9]1[CH2:8][CH2:10][CH2:13][CH2:12][CH2:11]1

Komponenten

6

Edukt 3

HCID 867Malonic AcidHCID 20084N,N'-Bis(1-methylethyl)ureaHCID 41826181,3-diisopropylpyrimidine-2,4,6(1H,3H,5H)-trione

Produkt 2

HCID 8078CyclohexaneAusbeute 70 %HCID 41826181,3-diisopropylpyrimidine-2,4,6(1H,3H,5H)-trione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

1,3-Diisopropyl-2,4,6-(1H,3H,5H)-pyrimidinetrione was prepared by the dropwise addition of acetic anhydride (40 ml) over three hours to a solution of 1,3-diisopropylurea (7.5 g, 0.05 mole) and malonic acid (5.2 g, 0.05 mole) at 65° C. After the addition was completed, the temperature was raised to 90° C. and maintained for three hours. The solvent was evaporated under reduced pressure and the residue solidified upon cooling. 1,3-Diisopropyl-2,4,6-(1H,3H,5H)-pyrimidinetrione recrystallized from cyclohexane as colorless needles (7.3 g, 70% yield), m.p. 79°-82°.

Aufarbeitung

  1. additionAfter the addition
  2. temperaturemaintained for three hours
  3. customThe solvent was evaporated under reduced pressure
  4. temperatureupon cooling

Quellen und Nachweise

ORD-Eintrag
ord-82c7cdc88ad7479681c6097013818b74
Quelldatensatz
uspto-grants-1987_12
Patentnummer
US04714838

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