Peracetic Acid → HCID 507294, compound

HRID 2300979Notes

Reaction equation

HRID 2300979 reaction equation
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([N+:18]([O-:20])=[O:19])=[C:6]([CH2:8][S:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N+:12]=2[O-:17])=[O:10])[CH:7]=1.C(OO)(=[O:23])C>C(O)(=O)C>[N+:18]([C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[CH:7][C:6]=1[CH2:8][S:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][N+:12]=1[O-:17])(=[O:23])=[O:10])([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 6585Peracetic AcidHCID 70037884HCID 70037884, compound

Product 1

HCID 507294HCID 507294, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

Five grams [5.0 g (0.02 mole)] of 2-[[(5-Methyl-2-nitrophenyl) methyl]sulfinyl]pyridine-N-oxide, was slurried in 30 ml of glacial acetic acid. The slurry was stirred while 3.6 g of 40% peracetic acid (1.11 mole) was added dropwise. After addition, the mixture was heated to 60° C. for 4 hours, allowed to cool and stirred at room temperature overnight. Excess peracetic acid was destroyed using NaHSO3. The mixture was neutralized with K2CO3 solution, and the solid was filtered and washed with water. After drying, the solid melted at 178-183° C. and had an NMR consistent with the proposed structure.

Workup

  1. additionwas added dropwise
  2. additionAfter addition
  3. temperatureto cool
  4. customExcess peracetic acid was destroyed
  5. filtrationthe solid was filtered
  6. washwashed with water
  7. customAfter drying

Sources & evidence

ORD record
ord-177e7a579ab346d080c7cb1ef3e9a4a1
Source dataset
uspto-grants-2002_12
Patent number
US06498254B1

Reaction notes

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