Peracetic Acid → HCID 501118, compound

HRID 2300982Notes

Reaction equation

HRID 2300982 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:11][S:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N+:15]=2[O-:20])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].C(OO)(=[O:23])C>C(O)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:11][S:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N+:15]=2[O-:20])(=[O:23])=[O:13])[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 18377458HCID 18377458, compound

Product 1

HCID 501118HCID 501118, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

To a mixture of 9.5 g of 2-[[(3-methyl-4-nitrophenyl)methyl]sulfinyl]-pyridine-1-oxide in 50 ml of acetic acid was added, dropwise with stirring at room temperature, 9.17 g of 40% peracetic acid in acetic acid. After addition, a short period of heating was required to complete the reaction. Excess peracetic acid was then destroyed by the addition of sodium bisulfite and this was followed by the addition of 200 ml of water and potassium carbonate to neutralize the acidic solution. The white solid was filtered off and washed with water. Yield 9.7 g, melting point of 160-162° C. Infrared and NMR spectra supported the proposed structure.

Workup

  1. additionwas added
  2. additionAfter addition
  3. temperaturea short period of heating
  4. customthe reaction
  5. customExcess peracetic acid was then destroyed by the addition of sodium bisulfite
  6. additionthis was followed by the addition of 200 ml of water and potassium carbonate
  7. filtrationThe white solid was filtered off
  8. washwashed with water

Sources & evidence

ORD record
ord-176e5ef7dc834678b370fb04da5af3f7
Source dataset
uspto-grants-2002_12
Patent number
US06498254B1

Reaction notes

Loading…