Sodium Carbonate → HCID 178524851, compound

HRID 2306668Notes

Reaction equation

HRID 2306668 reaction equation
[O-][Mn](=O)(=O)=O.[K+].[N:7]1[C:15]2[C:10](=[N:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[CH2:16][OH:17].C([O-])([O-])=[O:19].[Na+].[Na+]>O>[N:7]1[C:15]2[C:10](=[N:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[C:16]([OH:19])=[O:17]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 516875Potassium PermanganateHCID 178519938HCID 178519938, compound

Product 1

HCID 178524851HCID 178524851, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a boiling solution of KMnO4 (0.38 g, 2.4 mmol) in water (8 mL), a boiling solution of 3H-imidazo[4,5-b]pyridin-2-ylmethanol (0.20 g, 1.4 mmol) and Na2CO3 (0.19 g, 1.5 mmol) in water (6 mL) is added. The resulting mixture is heated at reflux for 4 hr. The hot mixture is filtered, the filtrate is cooled to rt, and the pH adjusted to 2 using conc. HCl. The resulting precipitate is collected by vacuum filtration to afford 3H-imidazo[4,5-b]pyridine-2-carboxylic acid in 100% yield: MS for C7H5N3O2: m/z 164 (M+H)+.

Workup

  1. temperatureThe resulting mixture is heated
  2. temperatureat reflux for 4 hr
  3. filtrationThe hot mixture is filtered
  4. filtrationThe resulting precipitate is collected by vacuum filtration

Sources & evidence

ORD record
ord-c65471eb30af46549f5fa53e1fff09fd
Source dataset
uspto-grants-2004_12
Patent number
US06828330B2

Reaction notes

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