Hydrogen Peroxide → HCID 11819636, compound

HRID 1491829Notes

Reaction equation

HRID 1491829 reaction equation
OO.[C:3]([NH:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1)(=[O:5])[CH3:4].S([O-])([O-])=[O:16].[Na+].[Na+]>C(O)(=O)C>[C:3]([NH:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N+:10]=1[O-:16])(=[O:5])[CH3:4]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 24437Sodium SulfiteHCID 238301n-[2-(pyridin-2-yl)ethyl]acetamide

Product 1

HCID 11819636HCID 11819636, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

30 wt % Hydrogen peroxide (80.3 ml) was added dropwise to a solution of 2-(2-acetylaminoethyl)pyridine (64.5 g) in acetic acid (65 ml) at 70°-75° C. and the mixture was stirred at the same temperature for 8 hours. After the mixture was ice-cooled and the mixture was added to a mixture of sodium sulfite (56.9 g) in ice water (200 ml). The solvent was removed by concentration in vacuo and the residue was extracted with a tetrahydrofuran. The extract solution was dried over magnesium sulfate and evaporated to give 2-(2-acetylaminoethyl)pyridine N-oxide (70.82 g).

Workup

  1. temperaturecooled
  2. customThe solvent was removed by concentration in vacuo
  3. extractionthe residue was extracted with a tetrahydrofuran
  4. dry with materialThe extract solution was dried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-691489eef06f4391a092e1a41c2e48a9
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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