Triethylamine → HCID 13520569, Verbindung

HRID 485311Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 485311
[F:1][C:2]1([C:14]([O:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15])[CH:7]([O:8]C(=O)C)[NH:6][C:5](=[O:12])[NH:4][C:3]1=[O:13].[CH:21](=[N:27]/O)\[C:22]1[O:26][CH:25]=[CH:24][CH:23]=1.C(N(CC)CC)C>N1C=CC=CC=1>[F:1][C:2]1([C:14]([O:16][CH2:17][CH:18]([CH3:19])[CH3:20])=[O:15])[CH:7]([O:8]/[N:27]=[CH:21]/[C:22]2[O:26][CH:25]=[CH:24][CH:23]=2)[NH:6][C:5](=[O:12])[NH:4][C:3]1=[O:13]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 68712882-Furancarboxaldehyde, oximeHCID 13584398HCID 13584398, Verbindung

Produkt 1

HCID 13520569HCID 13520569, VerbindungAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

In 10 ml of pyridine were dissolved 2.9 g (10 mmol) of isobutyl 5-fluoro-6-acetoxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate and 2.22 g (20 mmol) of (E)-furfuraldoxime, and 1.01 g (10 mmol) of dried triethylamine was added to the solution, followed by stirring at room temperature for 21 hours. The reaction solution was concentrated under reduced pressure, and 50 ml of ethyl acetate was added to the residue. The organic layer was washed three times with 10-ml portions of water, and the solvent was dried and evaporated under reduced pressure. The residue was recrystallized twice from ethyl acetate-hexane to give 2.39 g of isobutyl 5-fluoro-6-(E)-furfurylideneaminooxy-1,2,3,4,5,6-hexahydro-2,4-dioxopyrimidine-5-carboxylate. m.p. 167°-168° C.

Aufarbeitung

  1. additionwas added to the solution
  2. concentrationThe reaction solution was concentrated under reduced pressure, and 50 ml of ethyl acetate
  3. additionwas added to the residue
  4. washThe organic layer was washed three times with 10-ml portions of water
  5. customthe solvent was dried
  6. customevaporated under reduced pressure
  7. customThe residue was recrystallized twice from ethyl acetate-hexane

Quellen und Nachweise

ORD-Eintrag
ord-ac82e42460784254bbc0ea3493e81ed8
Quelldatensatz
uspto-grants-1985_08
Patentnummer
US04536504

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