Potassium Carbonate → 1-(3-fluoro-4-nitro-phenyl)-1H-pyridin-2-one

HRID 1434519Notes

Reaction equation

HRID 1434519 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[F:8][C:9]1[CH:14]=[C:13](F)[CH:12]=[CH:11][C:10]=1[N+:16]([O-:18])=[O:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:8][C:9]1[CH:14]=[C:13]([N:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]2=[O:1])[CH:12]=[CH:11][C:10]=1[N+:16]([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 679672,4-DifluoronitrobenzeneHCID 178516071HCID 178516071, compound

Product 1

HCID 589627441-(3-fluoro-4-nitro-phenyl)-1H-pyridin-2-one

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2.5 g (26.3 mmol) 2-hydroxypyridine, 2.9 ml (26.3 mmol) 2,4-difluoronitrobenzene, are dissolved in 100 ml acetone, combined with 4.0 g (28.9 mmol) potassium carbonate and stirred for one day at ambient temperature. The undissolved matter is filtered off and the salt residues are rinsed with acetone. The combined organic phases are evaporated to dryness. The residue is purified by chromatography (silica gel; eluant: cyclohexane-ethyl acetate gradient).

Workup

  1. filtrationThe undissolved matter is filtered off
  2. washthe salt residues are rinsed with acetone
  3. customThe combined organic phases are evaporated to dryness
  4. customThe residue is purified by chromatography (silica gel; eluant: cyclohexane-ethyl acetate gradient)

Sources & evidence

ORD record
ord-8aaaca43b4ce485eada8f856a725b86b
Source dataset
uspto-grants-2009_11
Patent number
US07615549B2

Reaction notes

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