Benzylurea → 1-benzyl-5,5-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione

HRID 342540

Reaktionsgleichung

Reaktionsgleichung von HRID 342540
C[O-].[Na+].[CH2:4]([NH:11][C:12]([NH2:14])=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:15][C:16]([CH3:27])([C:22](OCC)=[O:23])[C:17](OCC)=[O:18]>CO>[CH2:4]([N:11]1[C:17](=[O:18])[C:16]([CH3:27])([CH3:15])[C:22](=[O:23])[NH:14][C:12]1=[O:13])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Komponenten

5

Edukt 3

HCID 10853BenzylureaHCID 15382Diethyl dimethylmalonateHCID 10942334Sodium Methoxide

Produkt 1

HCID 540148871-benzyl-5,5-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

A mixture of-sodium methoxide (0.343 g, 14.9 mmol), benzylurea (1.6 g, 10.6 mmol), diethyl dimethylmalonate (1.9 g, 10 mmol) and methanol (15 mL) was heated 6 hours at reflux. The reaction mixture was concentrated and the residue was stirred with water (30 mL) at 5° C. and then hydrochloric acid was added. The solids were collected, washed with water and dried to give 1-benzyl-5,5-dimethyl-2,4,6(1H,3H,5H)-pyrimidinetrione, m.p 136°-137° C.

Aufarbeitung

  1. temperaturewas heated 6 hours
  2. temperatureat reflux
  3. concentrationThe reaction mixture was concentrated
  4. additionhydrochloric acid was added
  5. customThe solids were collected
  6. washwashed with water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-bc22facf68aa421bac7286f743dc4886
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05859014

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