Water → 2-Chloro-6-methoxypyrazine

HRID 890035Notes

Reaction equation

HRID 890035 reaction equation
[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4](Cl)[N:3]=1.[OH2:9].[CH3:10]CCCCC>O1CCCC1.C[O-].[Na+].CO>[Cl:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:9][CH3:10])[N:3]=1

Participants

6

Reactant 3

HCID 962WaterHCID 8058HexaneHCID 785042,6-Dichloropyrazine

Product 1

HCID 110189992-Chloro-6-methoxypyrazineYield 90%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 23694274Sodium methanolate methanolSolvent

Procedure

After dissolving 7.99 g of 2,6-dichloropyrazine in 100 ml of tetrahydrofuran, 11.3 ml of a 28% sodium methoxide-methanol solution was added dropwise while stirring at room temperature, and stirring was continued overnight. Water was added to the reaction solution, and extraction was performed with n-hexane. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off, under reduced pressure to obtain the title compound (6.96 g, 90% yield).

Workup

  1. additionwas added dropwise
  2. stirringstirring
  3. washThe organic layer was washed with water and saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off, under reduced pressure

Sources & evidence

ORD record
ord-9233dc304e5241859e72284970757383
Source dataset
uspto-grants-2006_02
Patent number
US06995144B2

Reaction notes

Loading…