4-Nitrophenyl trifluoroacetate → HCID 178524481, Verbindung

HRID 436362

Reaktionsgleichung

Reaktionsgleichung von HRID 436362
[NH:1]1[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[C:5](=[O:6])[NH:4][C:2]1=[O:3].FC(F)(F)C(O[C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=1)=O>N1C=CC=CC=1>[OH:3][C:2]1[N:4]=[C:5]([OH:6])[C:7]([C:9]([O:11][C:17]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][CH:18]=2)=[O:10])=[CH:8][N:1]=1

Komponenten

4

Edukt 2

HCID 695694-Nitrophenyl trifluoroacetateHCID 903011,2,3,4-Tetrahydro-2,4-dioxo-5-pyrimidinecarboxylic acid

Produkt 1

HCID 178524481HCID 178524481, VerbindungAusbeute 65,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

Uracil-5-carboxylic acid (1.0 g) is dissolved in dry pyridine (20 ml) under heating. p-Nitrophenyl trifluroacetate (1.8 g) is added to the solution which is subsequently stirred at 45° C for 30 minutes. Then, the solution is concentrated to dryness under reduced pressure, and the cyrstals thus obtained are washed with chloroform and then acetone to give the active ester, i.e. p-nitrophenyl 2,4-dihydroxypyrimidine-5-carboxylate (1.16 g). M.P. 298°-299° C (decomp.).

Aufarbeitung

  1. temperatureunder heating
  2. concentrationThen, the solution is concentrated to dryness under reduced pressure
  3. customthe cyrstals thus obtained
  4. washare washed with chloroform

Quellen und Nachweise

ORD-Eintrag
ord-973d09fdd4f848038325b3f993b5ec89
Quelldatensatz
uspto-grants-1977_02
Patentnummer
US04008220

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