Water → HCID 14049670, compound

HRID 466126Notes

Reaction equation

HRID 466126 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.[C:9](Cl)(=[O:19])[C:10]1[CH:18]=[CH:17][CH:16]=[C:12]([C:13](Cl)=[O:14])[CH:11]=1.[OH2:21]>N1C=CC=CC=1>[C:9]([C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([O:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1)=[O:14])([OH:19])=[O:21]

Participants

5

Reactant 3

HCID 962WaterHCID 7451Isophthaloyl chlorideHCID 546960044-Hydroxy-2(1H)-pyridinone

Product 1

HCID 14049670HCID 14049670, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.00 g of 4-hydroxy-2-pyridone was suspended in 50 ml of pyridine. After the addition of 3.65 g of isophthaloyl chloride, the suspension was refluxed with heating for 1.5 hours. The reaction mixture was left to stand for cooling, to which water was added and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The concentrate was washed with ether to give 1.00 g of the title compound in a yield of 43%.

Workup

  1. temperaturethe suspension was refluxed
  2. temperaturewith heating for 1.5 hours
  3. waitThe reaction mixture was left
  4. additionwas added
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe ethyl acetate layer was washed with water
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure
  9. washThe concentrate was washed with ether

Sources & evidence

ORD record
ord-4a1c9697cd0a4a6cabea001e2b7d9604
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

Loading…