Water → 3,6-Dichloropyrazine-2-carboxylic acid

HRID 392326Notes

Reaction equation

HRID 392326 reaction equation
[Cl:1][C:2]1[C:3]([C:9]([O:11]C)=[O:10])=[N:4][C:5]([Cl:8])=[CH:6][N:7]=1.[OH-].[Na+].C(OCC)(=O)C.O>CO>[Cl:1][C:2]1[C:3]([C:9]([OH:11])=[O:10])=[N:4][C:5]([Cl:8])=[CH:6][N:7]=1

Participants

6

Procedure

In 10 mL of methanol was dissolved 2.0 g of methyl 3,6-dichloro-2-pyrazinecarboxylate. Then, 10.2 mL of 1 mol/L aqueous solution of sodium hydroxide was added at an ice-cooled temperature and stirred at room temperature for one hour. The reaction mixture was poured into a mixture of 200 mL of ethyl acetate and 200 mL of water, and the organic layer was separated. The organic layer was washed successively with 50 mL of water and 50 mL of saturated aqueous solution of sodium chloride and dried on anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was washed with hexane to obtain 1.6 g of 3,6-dichloro-2-pyrazinecarboxylic acid as a white-colored solid product.

Workup

  1. temperaturecooled temperature
  2. customthe organic layer was separated
  3. washThe organic layer was washed successively with 50 mL of water and 50 mL of saturated aqueous solution of sodium chloride
  4. dry with materialdried on anhydrous magnesium sulfate
  5. customthe solvent was removed under reduced pressure
  6. customThe residue thus obtained
  7. washwas washed with hexane

Sources & evidence

ORD record
ord-f554e7a2a9e64a568e0dbc99d114991f
Source dataset
uspto-grants-2004_10
Patent number
US06800629B2

Reaction notes

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