HCID 22769951, compound → N-(4-chlorophenyl)-3-carboxy-2,6-dimethylpyrid-4-one

HRID 2072296Notes

Reaction equation

HRID 2072296 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13]([CH3:14])=[CH:12][C:11](=[O:15])[C:10]([C:16]([O:18]C)=[O:17])=[C:9]2[CH3:20])=[CH:4][CH:3]=1>[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:13]([CH3:14])=[CH:12][C:11](=[O:15])[C:10]([C:16]([OH:18])=[O:17])=[C:9]2[CH3:20])=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 22769951HCID 22769951, compound

Product 1

HCID 22769958N-(4-chlorophenyl)-3-carboxy-2,6-dimethylpyrid-4-oneYield 93.2%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

16 g of N-(4-chlorophenyl)-3-carbomethoxy-2,6-dimethylpyrid-4-one is suspended in 450 g of 5% aqueous sodium hydroxide and stirred at room temperature for 24 hours. Acidification yields 14.2 g of N-(4-chlorophenyl)-3-carboxy-2,6dimethylpyrid-4-one (m.p. 260-61.5° decomp.) which is converted to its sodium salt (m.p. >310°) by neutralization with sodium hydroxide.

Sources & evidence

ORD record
ord-74d4ce601d0a422d9921c9f066420a73
Source dataset
uspto-grants-1977_09
Patent number
US04051142

Reaction notes

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