Methanol → 2-Chloro-3-methoxypyrazine

HRID 441726Notes

Reaction equation

HRID 441726 reaction equation
[Cl:1][C:2]1[C:7](Cl)=[N:6][CH:5]=[CH:4][N:3]=1.[Na].[CH3:10][OH:11]>O>[Cl:1][C:2]1[C:7]([O:11][CH3:10])=[N:6][CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 785752,3-DichloropyrazineHCID 5360545Sodium

Product 1

HCID 118048912-Chloro-3-methoxypyrazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.1 mole of 2,3-dichloropyrazine and 2.3 g. (0.1 mole) of sodium in 160 ml. of anhydrous methanol is refluxed 5-10 hours, and poured into water. The product is extracted with ether or chloroform and recrystallized from a suitable solvent such as ethanol to give pure 2-chloro-3-methoxypyrazine.

Workup

  1. extractionThe product is extracted with ether or chloroform
  2. customrecrystallized from a suitable solvent such as ethanol

Sources & evidence

ORD record
ord-09defdc9d2914897ba413dce4334077d
Source dataset
uspto-grants-1977_08
Patent number
US04042586

Reaction notes

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