Acetic Acid → HCID 501131, compound

HRID 1829730Notes

Reaction equation

HRID 1829730 reaction equation
[C:1]1([CH:7]([S:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N+:11]=2[O-:16])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(=[O:19])C.OO>[O-][W]([O-])(=O)=O.[Na+].[Na+].O>[C:1]1([CH:7]([S:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N+:11]=2[O-:16])=[O:19])[CH3:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 40710982-[(1-phenylethyl)sulfanyl]pyridine 1-oxide

Product 1

HCID 501131HCID 501131, compound

Reagents, catalysts & solvents 2

HCID 26052Sodium tungstateCatalystHCID 962WaterSolvent

Procedure

To a mixture of 23.2 g (0.1 mole) of 2-(1-phenylethylthio)pyridine N-oxide, 0.2 g of sodium tungstate, and 60 ml of glacial acetic acid were added 10 ml (0.1 mole) of 30% hydrogen peroxide over approximately 0.5 hours. The mixture exothermed somewhat to about 65° C. After completion of the reaction, the reaction mixture was poured slowly into 800 ml of vigorously stirred cold water. A solid separated out and was filtered off and washed with 15 ml of cold ethanol. The solid was air dried, melting point 130–130.5° C. Yield 14.5 g or 59%. An infrared spectrum confirmed the structure.

Workup

  1. customexothermed somewhat to about 65° C
  2. customAfter completion of the reaction
  3. customA solid separated out
  4. filtrationwas filtered off
  5. washwashed with 15 ml of cold ethanol
  6. customdried

Sources & evidence

ORD record
ord-01424bd32e414a1385653ede7831819f
Source dataset
uspto-grants-2006_06
Patent number
US07064139B2

Reaction notes

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