Benzoyl chloride, 3-chloro- → HCID 14049624, compound

HRID 466151Notes

Reaction equation

HRID 466151 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][NH:5][C:4](=[O:8])[CH:3]=1.[Cl:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13](Cl)=[O:14]>N1C=CC=CC=1>[Cl:9][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([O:8][C:4]1[CH:3]=[C:2]([O:1][C:13](=[O:14])[C:12]2[CH:16]=[CH:17][CH:18]=[C:10]([Cl:9])[CH:11]=2)[CH:7]=[CH:6][N:5]=1)=[O:14]

Participants

4

Reactant 2

HCID 69252Benzoyl chloride, 3-chloro-HCID 546960044-Hydroxy-2(1H)-pyridinone

Product 1

HCID 14049624HCID 14049624, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 1.00 g quantity of 4-hydroxy-2-pyridone was suspended in 30 ml of pyridine and 3.46 g of 3-chlorobenzoyl chloride was added to the suspension. The mixture was stirred at room temperature for 2 days. The reaction mixture was filtered and the filtrate was concentrated and the concentrate was extracted with ethyl acetate. The extract was concentrated and the concentrate was washed with water and with methanol, giving 1.74 g of the title compound in a yield of 50%.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. extractionthe concentrate was extracted with ethyl acetate
  4. concentrationThe extract was concentrated
  5. washthe concentrate was washed with water and with methanol

Sources & evidence

ORD record
ord-39eb9dd2be7d4f1286b3df1f1e37a08d
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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