Water → 1-(4-Nitro-phenyl)-1H-pyridin-4-one

HRID 18530Notes

Reaction equation

HRID 18530 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([OH:7])=[CH:3][CH:2]=1.F[C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1.C([O-])([O-])=O.[Cs+].[Cs+].O>CN(C=O)C>[N+:15]([C:12]1[CH:13]=[CH:14][C:9]([N:1]2[CH:6]=[CH:5][C:4](=[O:7])[CH:3]=[CH:2]2)=[CH:10][CH:11]=1)([O-:17])=[O:16]

Participants

6

Reactant 4

HCID 962WaterHCID 9590p-FluoronitrobenzeneHCID 10796Cesium carbonateHCID 178418642HCID 178418642, compound

Product 1

HCID 197886281-(4-Nitro-phenyl)-1H-pyridin-4-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 10.1 g Pyridin-4-ol and 10 g 1-Fluoro-4-nitro-benzene and 46.1 g Cs2CO3 in 30 mL DMF was stirred at RT for 2 h. This solution was poured on to 300 mL of water and the resulting precipitate was collected by filtration to yield a bright yellow crystalline product, which was dried under reduced pressure. Yield: 11.2 g.

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. customto yield a bright yellow crystalline product, which
  3. customwas dried under reduced pressure

Sources & evidence

ORD record
ord-020401b2ca08498cbd13e83fad33a652
Source dataset
uspto-grants-2010_06
Patent number
US07741341B2

Reaction notes

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