Benzoyl chloride → 4-Benzoyloxy-2-pyridone

HRID 466113Notes

Reaction equation

HRID 466113 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.[C:9](Cl)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>N1C=CC=CC=1>[C:9]([O:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 546960044-Hydroxy-2(1H)-pyridinone

Product 1

HCID 140496624-Benzoyloxy-2-pyridoneYield 44%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

50 ml of a solution of 1.00 g of 4-hydroxy-2-pyridone and 1.35 ml of benzoyl chloride in pyridine was refluxed for 6 hours. After the pyridine was distilled off, the residue was mixed with water. The precipitate was recovered by filtration and was washed with a small amount of ethanol to obtain 0.86 g of the title compound in a yield of 44%.

Workup

  1. distillationAfter the pyridine was distilled off
  2. additionthe residue was mixed with water
  3. filtrationThe precipitate was recovered by filtration
  4. washwas washed with a small amount of ethanol

Sources & evidence

ORD record
ord-ff2759b4c10a440087bdb0d6c4f019b1
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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