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

HRID 623973Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 623973
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 11, 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 dried in the air and 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 in the air and under vacuum at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-d23476827f4e47fe8f3ea1996d61268c
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303015B2

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