2,6-Dichloropyrazine → 2-Chloro-6-methoxypyrazine

HRID 1679660Notes

Reaction equation

HRID 1679660 reaction equation
[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4](Cl)[N:3]=1.[CH3:9][O-:10].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:10][CH3:9])[N:3]=1

Participants

4

Reactant 2

HCID 785042,6-DichloropyrazineHCID 10942334Sodium Methoxide

Product 1

HCID 110189992-Chloro-6-methoxypyrazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2,6-Dichloropyrazine (0.067 mole) is treated with a solution of sodium methoxide (0.067 mole) in 100 ml. dry methanol for 1 hour at 25°. The solvent is removed in vacuo and the residue is extracted with boiling hexane extract. 2-Chloro-6-methoxypyrazine crystallizes from the hexane extract. Another recrystallization from isopropanol at -70° gives 2-chloro-6-methoxypyrazine as an oil at room temperature.

Workup

  1. customThe solvent is removed in vacuo
  2. extractionthe residue is extracted with boiling hexane
  3. extractionextract
  4. custom2-Chloro-6-methoxypyrazine crystallizes from the hexane
  5. extractionextract
  6. customAnother recrystallization from isopropanol at -70°

Sources & evidence

ORD record
ord-58a000426ee742ceb3f51148a9630851
Source dataset
uspto-grants-1978_03
Patent number
US04081542

Reaction notes

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