3-Bromo-2-hydroxypyridine → 3-Bromo-1-(2-methoxy-4-nitrophenyl)pyridin-2(1H)-one

HRID 85205

Reaktionsgleichung

Reaktionsgleichung von HRID 85205
[Br:1][C:2]1[C:3](=[O:8])[NH:4][CH:5]=[CH:6][CH:7]=1.CC(C)([O-])C.[K+].F[C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][C:17]=1[O:25][CH3:26]>CS(C)=O.O>[Br:1][C:2]1[C:3](=[O:8])[N:4]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][C:17]=2[O:25][CH3:26])[CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 3

HCID 8185493-Bromo-2-hydroxypyridineHCID 144519681-Fluoro-2-methoxy-4-nitrobenzeneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 594101453-Bromo-1-(2-methoxy-4-nitrophenyl)pyridin-2(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

70 g (403 mmol) of 3-bromopyridin-2(1H)-one are dissolved in 1 l of anhydrous dimethyl sulphoxide, and 54 g (484 mmol) of potassium tert-butoxide are added at room temperature. The suspension is stirred at this temperature for 1 h. 69 g (403 mmol) of 1-fluoro-2-methoxy-4-nitrobenzene are added, and the reaction solution is heated at 80° C. for 20 h. Carefully, the mixture is diluted with 5 l of water. The precipitated solid is filtered off, washed with water and dried under reduced pressure. This gives 103 g (72% of theory) of the desired product.

Aufarbeitung

  1. filtrationThe precipitated solid is filtered off
  2. washwashed with water
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4ca661f1b80a445c9d1e8e25b3825ab7
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846934B2

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