Methylmalonic Acid → 1,3,5-Trimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione

HRID 463294

Reaktionsgleichung

Reaktionsgleichung von HRID 463294
[CH3:1][NH:2][C:3]([NH:5][CH3:6])=[O:4].[CH3:7][CH:8]([C:12]([OH:14])=O)[C:9]([OH:11])=O.C(OC(=O)C)(=O)C>C(O)(=O)C>[CH3:1][N:2]1[C:9](=[O:11])[CH:8]([CH3:7])[C:12](=[O:14])[N:5]([CH3:6])[C:3]1=[O:4]

Komponenten

5

Edukt 3

HCID 487Methylmalonic AcidHCID 7293N,N'-DimethylureaHCID 7918Acetic Anhydride

Produkt 1

HCID 818201,3,5-Trimethyl-2,4,6(1H,3H,5H)-pyrimidinetrioneAusbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

75 g (0.85 mol) of 1,3-dimethylurea and 102 g (0.86 mol) of methyl malonic acid were dissolved in 300 ml of glacial acetic acid at 65° C. To the solution was added 330 ml of acetic anhydride, the temperature was gradually raised and the mixture was refluxed by heating at 90° C. for 6 hours. The reaction solution was concentrated under reduced pressure, and benzene was added to the residue. The crystals thus-deposited were collected by filtration and recrystallized from benzene to obtain 60 g of 1,3,5-trimethylbarbituric acid. Yield: 42%, Melting Point: 83° to 85° C.

Aufarbeitung

  1. temperaturethe temperature was gradually raised
  2. temperaturethe mixture was refluxed
  3. concentrationThe reaction solution was concentrated under reduced pressure, and benzene
  4. additionwas added to the residue
  5. filtrationThe crystals thus-deposited were collected by filtration
  6. customrecrystallized from benzene

Quellen und Nachweise

ORD-Eintrag
ord-f269a157919840d7a4b8c7fd091a9142
Quelldatensatz
uspto-grants-1985_05
Patentnummer
US04518685

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