Hydrogen Peroxide → 2-Chloro-6-methoxypyrazine 4-oxide

HRID 66741Notes

Reaction equation

HRID 66741 reaction equation
[OH:1]O.[Cl:3][C:4]1[CH:9]=[N:8][CH:7]=[C:6]([O:10][CH3:11])[N:5]=1>C(O)(=O)C>[Cl:3][C:4]1[CH:9]=[N+:8]([O-:1])[CH:7]=[C:6]([O:10][CH3:11])[N:5]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 110189992-Chloro-6-methoxypyrazine

Product 1

HCID 205289402-Chloro-6-methoxypyrazine 4-oxide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Hydrogen peroxide (1.5 ml. of 30%) is added to a solution of 10 mmole of 2-chloro-6-methoxypyrazine in 5 ml. acetic acid. The solution is heated at 60°-75° C. for 10-15 hours. The solution is concentrated to quarter volume, diluted with water and extracted with chloroform, washed, dried and evaporated to give 2-chloro-6-methoxypyrazine 4-oxide which may be crystallized from a suitable solvent such as ethanol.

Workup

  1. temperatureThe solution is heated at 60°-75° C. for 10-15 hours
  2. concentrationThe solution is concentrated to quarter volume
  3. additiondiluted with water
  4. extractionextracted with chloroform
  5. washwashed
  6. customdried
  7. customevaporated

Sources & evidence

ORD record
ord-13f701ac47894101a2167e8b177be38f
Source dataset
uspto-grants-1982_08
Patent number
US04343802

Reaction notes

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