Methylurea → 1,6-Dimethyluracil

HRID 60339

Reaktionsgleichung

Reaktionsgleichung von HRID 60339
[CH3:1][NH:2][C:3]([NH2:5])=[O:4].[CH2:6]=[C:7]1[O:10][C:9](=O)[CH2:8]1>CO>[CH3:1][N:2]1[C:7]([CH3:6])=[CH:8][C:9](=[O:10])[NH:5][C:3]1=[O:4]

Komponenten

4

Edukt 2

HCID 11719MethylureaHCID 12661Diketene

Produkt 1

HCID 106068181,6-DimethyluracilAusbeute 18 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 1-methylurea (30 g, 0.356 mol) in 4-methyleneoxetan-2-one (26.4 g, 0.356 mol) was heated at 100° C. for 18 h, cooled to RT then diluted with MeOH (50 mL). The reaction was filtered and the filtered solid was washed with MeOH (20 mL) and dried to give 1,6-dimethylpyrimidine-2,4(1H,3H)-dione (9 g, 18% yield) as a white solid. 1H NMR (CDCl3) δ: 8.33 (s, 1H), 5.58 (s, 1H), 3.38 (s, 3H), 2.26 (s, 3H). LCMS: MH+ 141 and TR=0.368 min. Used without further purification.

Aufarbeitung

  1. filtrationThe reaction was filtered
  2. washthe filtered solid was washed with MeOH (20 mL)
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3676721470164f839a71b8ed5c811bf2
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09440983B2

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