Phosphorus oxychloride → 6-Bromo-2-chloro-5-fluoroquinazoline

Reaktionsgleichung

[Br:1][C:2]1[C:3]([F:13])=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](O)[N:6]=[CH:5]2.P(Cl)(Cl)([Cl:16])=O>>[Br:1][C:2]1[C:3]([F:13])=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([Cl:16])[N:6]=[CH:5]2

Komponenten

Edukt 2

HCID 24813Phosphorus oxychloride

HCID 1785175476-bromo-5-fluoroquinazolin-2(1H)-one

Produkt 1

HCID 574611366-Bromo-2-chloro-5-fluoroquinazoline

Versuchsvorschrift

A solution of 6-bromo-5-fluoroquinazolin-2-ol (3.0 g, 12.34 mmol) in phosphoryl trichloride (10 mL) was refluxed at 135° C. for 5 hours. Most of phosphoryl trichloride was removed under reduced pressure, and the residue was dropwise added to ice water (200 mL). The resulting precipitate was collected via filtration as a yellow solid (3.1 g, 96%). MS (ES+) C8H3BrClFN2 requires: 260, found: 261, 263 [M+H]+.

Aufarbeitung

customMost of phosphoryl trichloride was removed under reduced pressure
additionthe residue was dropwise added to ice water (200 mL)
filtrationThe resulting precipitate was collected via filtration as a yellow solid (3.1 g, 96%)

Quellen und Nachweise

ORD-Eintrag: ord-553c038ce2194e5d9578df75645dda80
Quelldatensatz: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09434700B2

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