Hydrogen Peroxide → Sulfuric Acid

HRID 611773Notes

Reaction equation

HRID 611773 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH3:7])[C:2]=1[CH3:8].OO.[S:11](=[O:15])(=[O:14])([OH:13])[OH:12]>C(O)(=O)C>[CH3:8][C:2]1[C:3]([CH3:7])=[CH:4][CH:5]=[CH:6][N+:1]=1[O-:12].[S:11](=[O:13])(=[O:12])([OH:15])[OH:14]

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 114202,3-Lutidine

Product 2

HCID 1118Sulfuric AcidHCID 3840573Pyridine, 2,3-dimethyl-, 1-oxide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

One hundred g. of 2,3-lutidine was dissolved into 200 ml. of glacial acetic acid, followed by dropwise addition of 120 g. of 35% aqueous hydrogen peroxide solution at about 40° C. The mixture was allowed to react at 105° C. for about 2 hours. After completion of the reaction, the mixture was cooled down to about 50° C., followed by addition of 5.0 g. of p-formaldehyde. The resultant mixture was heated to 105° C. to cause the reaction to take place for about 10 minutes. The resultant mixture was cooled down to about 40° C., followed by addition of 150 g. of 98% sulfuric acid. The resultant mixture was subjected to distillation under reduced pressure to evaporate the glacial acetic acid off to give 2,3-dimethylpyridine N-oxide as a sulfuric acid solution.

Workup

  1. customat about 40° C
  2. customto react at 105° C. for about 2 hours
  3. customAfter completion of the reaction
  4. additionfollowed by addition of 5.0 g
  5. customthe reaction
  6. customfor about 10 minutes
  7. additionfollowed by addition of 150 g
  8. distillationThe resultant mixture was subjected to distillation under reduced pressure
  9. customto evaporate the glacial acetic acid off

Sources & evidence

ORD record
ord-128f62199c0246bf873dffbfc77ad853
Source dataset
uspto-grants-1999_12
Patent number
US06002011

Reaction notes

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