Ammonium Chloride → 2-Chloro-3-methoxypyrazine

HRID 2268794Notes

Reaction equation

HRID 2268794 reaction equation
[Cl:1][C:2]1[C:7](Cl)=[N:6][CH:5]=[CH:4][N:3]=1.[CH3:9][O-:10].C[O-].[Na+].[Cl-].[NH4+]>CO>[CH3:9][O:10][C:7]1[C:2]([Cl:1])=[N:3][CH:4]=[CH:5][N:6]=1

Participants

6

Reactant 4

HCID 25517Ammonium ChlorideHCID 785752,3-DichloropyrazineHCID 3826051MethoxideHCID 10942334Sodium Methoxide

Product 1

HCID 118048912-Chloro-3-methoxypyrazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Commercially available 2,3 dichloropyrazine was dissolved in a suitable amount of methanol to which was added a slight excess of an alkali methoxide, preferably 1.05 equiv. of sodium methoxide. The mixture was then stirred for a period of 1-24 hr, preferably 7 hr, after which time the solution was neutralized with solid ammonium chloride, the solvent removed in vacuo, the residue taken up in an organic solvent chosen from a group consisting of diethyl ether, ethyl acetate, and methylene chloride, preferably methylene chloride, and filtered to remove unwanted salts. The filtrate was reduced in vacuo to afford 2-methoxy-3-chloro-pyrazine as white crystals which were used without further purification.

Workup

  1. customthe solvent removed in vacuo
  2. filtrationfiltered
  3. customto remove unwanted salts

Sources & evidence

ORD record
ord-493494af793f424ba56e612811a87750
Source dataset
uspto-grants-2001_12
Patent number
US06329378B1

Reaction notes

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