Ethyl cyanoformate → Ethyl 5,6-difluoro-4-oxo-3,4-dihydroquinazoline-2-carboxylate

HRID 606493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 606493
Cl.[F:2][C:3]1[C:13]([F:14])=[C:7]([C:8]([O:10]CC)=O)[C:6]([NH2:15])=[CH:5][CH:4]=1.[C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])#[N:17]>Cl.C(O)(=O)C>[F:14][C:13]1[C:3]([F:2])=[CH:4][CH:5]=[C:6]2[C:7]=1[C:8](=[O:10])[NH:17][C:16]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[N:15]2

Komponenten

4

Edukt 2

HCID 69336Ethyl cyanoformateHCID 66768485Ethyl 6-amino-2,3-difluorobenzoate hydrochloride

Produkt 1

HCID 136029322Ethyl 5,6-difluoro-4-oxo-3,4-dihydroquinazoline-2-carboxylateAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 22641269Acetate-hydrochloric acidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Ethyl 5,6-difluoroanthranilate hydrochloride (2.50 g, 10.5 mmol) was suspended in 1N hydrogen chloride-acetic acid solution (50 mL), ethyl cyanoformate (1.14 g, 11.6 mmol) was added thereto, and the mixture was stirred under heating at 80° C. for 3 hr. The reaction mixture allowed to cool to room temperature, and concentrated under reduced pressure. The residue was suspended in ethanol, and the insoluble material was collected by filtration to give the title compound as a white powder (2.18 g, 82%).

Aufarbeitung

  1. temperatureto cool to room temperature
  2. concentrationconcentrated under reduced pressure
  3. filtrationthe insoluble material was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-e10b5da21dd94dfa8c525df5b61e8e3c
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915267B2

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