Sulfanilamide → 4-[(8-Bromo-6-fluoro-2-quinazolinyl)amino]benzenesulfonamide

HRID 2079636Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2079636
[Br:1][C:2]1[CH:3]=[C:4]([F:13])[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9](Cl)[N:8]=[CH:7]2.[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1.C(OCC)(=O)C>C(O)(C)C>[Br:1][C:2]1[CH:3]=[C:4]([F:13])[CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([NH2:24])(=[O:22])=[O:23])=[CH:17][CH:16]=1)[N:8]=[CH:7]2

Komponenten

5

Edukt 3

HCID 5333SulfanilamideHCID 8857Ethyl AcetateHCID 591992998-Bromo-2-chloro-6-fluoroquinazoline

Produkt 1

HCID 250162634-[(8-Bromo-6-fluoro-2-quinazolinyl)amino]benzenesulfonamideAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a 0.4M suspension of 8-bromo-2-chloro-6-fluoroquinazoline in isopropanol was added 4-aminobenzensulfonamide (1 eq). The reaction mixture was heated to 120° C. in an oil bath for 2 days. LCMS showed that reaction was complete under the condition. Ethyl acetate was added to the reaction flask and the suspension was stirred at ambient temperature for 30 min and was filtered. Filter cake was rinsed with hexane and dried in vacuum to give product in 81% yield. ES/MS m/z 397/399 (MH+).

Aufarbeitung

  1. customLCMS showed that reaction
  2. filtrationwas filtered
  3. filtrationFilter cake
  4. washwas rinsed with hexane
  5. customdried in vacuum
  6. customto give product in 81% yield

Quellen und Nachweise

ORD-Eintrag
ord-23d7a533e393465fa320ea2cc31c2812
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932262B2

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