Hydrochloric Acid → Quinoxaline-6-carboxylic acid

HRID 2079995Notes

Reaction equation

HRID 2079995 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][CH:9]=[N:8]2)=[O:4].[OH-].[Na+].Cl>C(O)C>[N:11]1[C:12]2[C:7](=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:14][CH:13]=2)[N:8]=[CH:9][CH:10]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 2781239Methyl 6-quinoxalinecarboxylate

Product 1

HCID 674813Quinoxaline-6-carboxylic acidYield 76.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of quinoxaline-6-carboxylic acid methyl ester (2084 mg, 11.07 mmol) in ethanol (25 mL) was added an aqueous solution of 1N sodium hydroxide (25 mL), and the solution was stirred for 4 hours under reflux. 1N Hydrochloric acid was added to the reaction mixture to adjust the pH to 4, then, the precipitated solid was collected by filtration, washed with water and isopropanol, then dried to obtain the title compound (1477 mg, 8.479 mmol, 76.6%) as a solid.

Workup

  1. temperatureunder reflux
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with water and isopropanol
  4. customdried

Sources & evidence

ORD record
ord-edf70671513b41f38e6d9dfb7ad8f4c6
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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