Sodium methanesulfinate → 6-(Methylsulfonylmethyl)-8-bromoquinoline

HRID 896650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 896650
Br[CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[C:11]([Br:13])[CH:12]=1)[N:9]=[CH:8][CH:7]=[CH:6]2.[CH3:14][S:15]([O-:17])=[O:16].[Na+]>CN(C=O)C>[Br:13][C:11]1[CH:12]=[C:3]([CH2:2][S:15]([CH3:14])(=[O:17])=[O:16])[CH:4]=[C:5]2[C:10]=1[N:9]=[CH:8][CH:7]=[CH:6]2

Komponenten

4

Edukt 2

HCID 2733271Sodium methanesulfinateHCID 155413198-Bromo-6-(bromomethyl)quinoline

Produkt 1

HCID 98793736-(Methylsulfonylmethyl)-8-bromoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
21 °C

Versuchsvorschrift

To a solution of 6-bromomethyl-8-bromoquinoline (60 g, 200 mmol, described in International Patent Publication WO 94/22852) in DMF (500 mL) was added sodium methanesulfinate (27.6 g, 270 mmol). After stirring overnight at 21° C., the mixture was quenched with H2O (2L), stirred for 1 h, isolated by filtration, and washed with Et2O to yield the 8-Bromo-6-methanesulfonylmethyl-quinoline as a white solid.

Aufarbeitung

  1. customthe mixture was quenched with H2O (2L)
  2. stirringstirred for 1 h
  3. customisolated by filtration
  4. washwashed with Et2O

Quellen und Nachweise

ORD-Eintrag
ord-2c8f24113cec4e7b91e6bf91abbb5911
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06919353B2

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