Trifluoromethanesulfonic acid → (6-Bromo-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)(phenyl) iodoniumtrifluoromethane sulfonate

HRID 520847

Reaktionsgleichung

Reaktionsgleichung von HRID 520847
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[C:5]2[OH:13].C(O[I:18]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)OC(=O)C)(=O)C.[F:29][C:30]([F:36])([F:35])[S:31]([OH:34])(=[O:33])=[O:32]>ClCCl>[F:29][C:30]([F:36])([F:35])[S:31]([O-:34])(=[O:33])=[O:32].[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]([I+:18][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[C:5]2[OH:13]

Komponenten

5

Edukt 3

HCID 62406Trifluoromethanesulfonic acidHCID 76724Iodobenzene diacetateHCID 546894466-Bromo-4-hydroxyquinolin-2(1H)-one

Produkt 1

HCID 86715456(6-Bromo-4-hydroxy-2-oxo-1,2-dihydroquinolin-3-yl)(phenyl) iodoniumtrifluoromethane sulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of 6-bromo-4-hydroxyquinolin-2(1H)-one (11.0 g, 45.8 mmol, Intermediate 8, step a) and (diacetoxyiodo)benzene (13.4 g, 41.7 mmol) in dichloromethane (180 mL) at 0° C. was added trifluoromethanesulfonic acid (4.06 mL, 45.8 mmol) dropwise. The resulting mixture was stirred in an ice-water bath for 1 hour and at room temperature for 2 hours to receive a suspension which was filtered. The solid product was washed with dichloromethane and dried under vacuum at 50° C. for 12 hours to yield the title compound.

Aufarbeitung

  1. filtrationwas filtered
  2. washThe solid product was washed with dichloromethane
  3. customdried under vacuum at 50° C. for 12 hours

Quellen und Nachweise

ORD-Eintrag
ord-9cdf7da5dae5488f94734de003ced4a3
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09328095B2

Verknüpfte Notizen

Wird geladen…