Ammonia → 4-Hydroxy-2,6-dimethylnicotinic acid

HRID 6891Notes

Reaction equation

HRID 6891 reaction equation
[CH3:1][C:2]1O[C:4]([CH3:12])=[CH:5][C:6](=[O:11])[C:7]=1[C:8]([OH:10])=[O:9].[NH3:13]>Cl>[CH3:1][C:2]1[N:13]=[C:4]([CH3:12])[CH:5]=[C:6]([OH:11])[C:7]=1[C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2011052,6-Dimethyl-4-oxo-4H-pyran-3-carboxylic acid

Product 1

HCID 1784187324-Hydroxy-2,6-dimethylnicotinic acidYield 69%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

10 g (59.5 mmol) of 2,6-dimethyl-4-oxo-4H-pyran-3-carboxylic acid (prepared according to the method described in Collie, J. Chem. Soc.; 1907; 787) is stirred in 100 ml of 28% aqueous ammonia at room temperature overnight. The residue is diluted with little aqueous HCl, and the solid is filtered off. There is obtained 6.9 g (69% yield) of a solid.

Workup

  1. filtrationthe solid is filtered off

Sources & evidence

ORD record
ord-50f3cbc31d9d4e928a22ec21cd756ab4
Source dataset
uspto-grants-2006_08
Patent number
US07084163B2

Reaction notes

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