2-Methoxybenzoyl chloride → HCID 14049625, compound

HRID 466152Notes

Reaction equation

HRID 466152 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.[C:9](Cl)(=[O:18])[C:10]1[C:11]([O:16][CH3:17])=[CH:12][CH:13]=[CH:14][CH:15]=1>N1C=CC=CC=1>[CH3:17][O:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:9]([O:8][C:4]1[CH:3]=[C:2]([O:1][C:9](=[O:18])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])[CH:7]=[CH:6][N:5]=1)=[O:18]

Participants

4

Reactant 2

HCID 889692-Methoxybenzoyl chlorideHCID 546960044-Hydroxy-2(1H)-pyridinone

Product 1

HCID 14049625HCID 14049625, compoundYield 2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 2.00 g quantity of 4-hydroxy-2-pyridone was suspended in 60 ml of pyridine, and 5.52 g of 2-anisoyl chloride was added to the suspension. The mixture was stirred at room temperature for 1 day. The reaction mixture was concentrated and the concentrate was washed with benzene and extracted with ethyl acetate. The extract was concentrated and the concentrate was subjected to a silica gel column chromatography using chloroform-acetone (30:1) as an eluent, giving 120 mg of the title compound in a yield of 2%.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. washthe concentrate was washed with benzene
  3. extractionextracted with ethyl acetate
  4. concentrationThe extract was concentrated

Sources & evidence

ORD record
ord-1be9be0f800d433aabe8f6138099eab0
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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