Hydrogen Peroxide → HCID 24806201, compound

HRID 2232172Notes

Reaction equation

HRID 2232172 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([Cl:12])[N:11]=1)[C:5]([O:7][CH3:8])=[O:6].[OH:13]O>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([Cl:12])[N+:11]=1[O-:13])[C:5]([O:7][CH3:8])=[O:6]

Participants

4

Conditions

Temperature
90 °C

Procedure

A stirred mixture of 15.3 g (0.073 mole) of methyl 2,6-dichloroisonicotinate in 180 ml of trifluoroacetic acid was heated at 90° C. During a six hour period 34 ml of 30% hydrogen peroxide was added to the hot reaction mixture in four to five ml aliquots. After complete addition the reaction mixture was stirred at 90° C. for two hours. The solvent was distilled from the mixture under reduced pressure to leave a solid. The solid was triturated with water, and the mixture was then filtered. The filter cake was recrystallized from acetone to yield 8.75 g of methyl 2,6-dichloroisonicotinate N-oxide.

Workup

  1. additionAfter complete addition the reaction mixture
  2. distillationThe solvent was distilled from the mixture under reduced pressure
  3. customto leave a solid
  4. customThe solid was triturated with water
  5. filtrationthe mixture was then filtered
  6. customThe filter cake was recrystallized from acetone

Sources & evidence

ORD record
ord-4cd0a104f5764cd89274059e4382e7fb
Source dataset
uspto-grants-1988_11
Patent number
US04787931

Reaction notes

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