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5-Fluorouracil → 1(2H)-Pyrimidinecarboxamide, N-butyl-5-fluoro-3,4-dihydro-2,4-dioxo-

HRID 1834766
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Reaktionsgleichung

Reaktionsgleichung von HRID 1834766
[F:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[O:8])[NH:6][CH:7]=1.[CH2:10]([N:14]=[C:15]=[O:16])[CH2:11][CH2:12][CH3:13]>CN(C)C=O>[CH2:10]([NH:14][C:15]([N:6]1[CH:7]=[C:2]([F:1])[C:3](=[O:9])[NH:4][C:5]1=[O:8])=[O:16])[CH2:11][CH2:12][CH3:13]
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Komponenten

4

Edukt 2

HCID 33855-FluorouracilHCID 8110Butyl isocyanate

Produkt 1

HCID 1165421(2H)-Pyrimidinecarboxamide, N-butyl-5-fluoro-3,4-dihydro-2,4-dioxo-Ausbeute 72,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

13.0g (0.10 mole) of 5-fluorouracil was dissolved in 70 ml of dimethyl formamide, then 11.9g (0.12 mole) of n-butyl isocyanate was added thereto at room temperature and stirred at the same temperature for 24 hours. The reaction mixture was concentrated to 40ml by removing dimethyl formamide and excess n-butyl isocyanate under reduced pressure. The residue was poured into 300ml of water and resultant precipitate was filtered off. The precipitate was washed and dried and 16.6g (72.3% yield) of 1-(n-butylcarbamoyl)-5-fluorouracil was obtained

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated to 40ml
  2. customby removing dimethyl formamide and excess n-butyl isocyanate under reduced pressure
  3. additionThe residue was poured into 300ml of water and resultant precipitate
  4. filtrationwas filtered off
  5. washThe precipitate was washed
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d9b1029cb8e94d3ca81e29df96f4a0d7
Quelldatensatz
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04071519

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