Hydrogen Peroxide → 2,6-Pyridinedicarboxylic acid, 1-oxide

HRID 980129

Reaction equation

HRID 980129 reaction equation
[N:1]1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=[CH:3][C:2]=1[C:10]([OH:12])=[O:11].[OH:13]O>O.[O-][W]([O-])(=O)=O.[Na+].[Na+]>[N+:1]1([O-:13])[C:2]([C:10]([OH:12])=[O:11])=[CH:3][CH:4]=[CH:5][C:6]=1[C:7]([OH:9])=[O:8]

Participants

5

Reactant 2

HCID 784Hydrogen Peroxide2×HCID 103672,6-Pyridinedicarboxylic acid

Product 1

HCID 851792,6-Pyridinedicarboxylic acid, 1-oxide

Reagents, catalysts & solvents 2

HCID 26052Sodium tungstateCatalystHCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

50 g of pyridine-2,6-dicarboxylic acid was suspended in 275 g of water. 47 g of 30% hydrogen peroxide aqueous solution and 2.8 g of sodium tungstate were added to the resulting suspension. The suspension was heated to a temperature of 90° C. for 24 hours. As a result, the carboxylic acid as starting material was gradually dissolved in the aqueous solution during heating, and fresh crystals were then deposited. 24 g of 30% hydrogen peroxide aqueous solution was further added to the solution. The solution was heated for 12 hours and then allowed to cool to obtain 48 g of colorless prismatic creptais of pyridine-2,6-dicarboxylic acid N-oxide.

Workup

  1. dissolutionwas gradually dissolved in the aqueous solution
  2. temperatureduring heating
  3. temperatureThe solution was heated for 12 hours
  4. temperatureto cool

Sources & evidence

ORD record
ord-1c23be193dda44799a3396c1dcc3f275
Source dataset
uspto-grants-1987_01
Patent number
US04636462

Linked notes

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