Acetic Acid → Phenoxathiin, 10-oxide

HRID 219509

Reaction equation

HRID 219509 reaction equation
C(O)(=[O:3])C.[CH:5]1[C:18]2[S:17][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[O:10][C:9]=2[CH:8]=[CH:7][CH:6]=1.OO>O>[CH:5]1[C:18]2[S:17](=[O:3])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[O:10][C:9]=2[CH:8]=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 9217Phenoxathiin

Product 1

HCID 70360Phenoxathiin, 10-oxideYield 83%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into 1600 g of acetic acid was dissolved 100 g (0.5 mole) of phenoxathiin, and 48.5 g (0.5 mole) of an aqueous hydrogen peroxide (35%) was added into it dropwise at room temperature. The mixture was agitated at room temperature for 7 days, and then added by 3,000 g of water to precipitate white crystals. They were collected by filtration and dried under reduced pressure to obtain the intended compound. The amount of the white crystals was 90 g and the yield was 83%.

Workup

  1. additionwas added into it dropwise at room temperature
  2. customto precipitate white crystals
  3. filtrationThey were collected by filtration
  4. customdried under reduced pressure
  5. customto obtain the intended compound

Sources & evidence

ORD record
ord-2fb0bdca34284609bc04cd48fe4a702d
Source dataset
uspto-grants-2012_06
Patent number
US08202677B2

Linked notes

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