Benzoyl chloride → 5-Chloro-2-oxo-1,2-dihydropyridin-4-yl benzoate

Reaction equation

[Cl:1][C:2]1[C:3]([OH:9])=[CH:4][C:5](=[O:8])[NH:6][CH:7]=1.[C:10](Cl)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[C:10]([O:9][C:3]1[C:2]([Cl:1])=[CH:7][NH:6][C:5](=[O:8])[CH:4]=1)(=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

Reactant 2

HCID 7412Benzoyl chloride

HCID 54679224Gimeracil

Product 1

HCID 140496465-Chloro-2-oxo-1,2-dihydropyridin-4-yl benzoateYield 37%

Procedure

Using 1.00 g of 5-chloro-4-hydroxy-2-pyridone and 0.96 ml of benzoyl chloride and following the general procedure of Example 9, 0.64 g of the title compound was produced in a yield of 37%. M.p. 196°-197° C.

Sources & evidence

ORD record: ord-984a575eea914a6a9ae7c0b871012d14
Source dataset: uspto-grants-1992_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05155113

Reaction notes

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