Aniline → 6-Bromo-4-hydroxy-3-(phenylamino)quinolin-2(1H)-one

HRID 520848Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 520848
FC(F)(F)S([O-])(=O)=O.[Br:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[C:14]([I+]C1C=CC=CC=1)=[C:13]2[OH:28].[NH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>C(Cl)Cl>[Br:9][C:10]1[CH:11]=[C:12]2[C:17](=[CH:18][CH:19]=1)[NH:16][C:15](=[O:20])[C:14]([NH:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[C:13]2[OH:28]

Komponenten

4

Edukt 2

HCID 6115AnilineHCID 86715456(6-Bromo-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)(phenyl) iodoniumtrifluoromethane sulfonate2×

Produkt 1

HCID 867154586-Bromo-4-hydroxy-3-(phenylamino)quinolin-2(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of (6-bromo-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)(phenyl)iodoniumtrifluoromethane sulfonate (1.40 g, 2.36 mmol, Intermediate 8, step b) and aniline (1 mL) was stirred for 4 hours at room temperature. To this was added DCM and the resulting suspension was filtered. The solid was washed first with DCM followed by water and air dried under vacuum at 50° C. to yield the title compound.

Aufarbeitung

  1. filtrationthe resulting suspension was filtered
  2. washThe solid was washed first with DCM
  3. customdried under vacuum at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-24bf5f5f59624fb3bf2cb0689e3133b2
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09328095B2

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