Water → 2-Chloro-6-methoxypyrazine

HRID 914823Notes

Reaction equation

HRID 914823 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-f4b3f072ac4a4712b1dae51c0e09ff3f
Source dataset
uspto-grants-2007_09
Patent number
US07265108B2

Reaction notes

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