Hydrogen Peroxide → 5,10,10-Trioxo-5,10-dihydro-10lambda~6~,5lambda~4~-thianthrene-2-carboxylic acid

HRID 1447568Notes

Reaction equation

HRID 1447568 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:8][C:9]3[C:14]([S:15](=[O:19])(=[O:18])[C:16]=2[CH:17]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3)([OH:3])=[O:2].[OH:20]O>C(O)(=O)C>[C:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:8](=[O:20])[C:9]3[C:14]([S:15](=[O:19])(=[O:18])[C:16]=2[CH:17]=1)=[CH:13][CH:12]=[CH:11][CH:10]=3)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 203841685,5-Dioxo-5H-5lambda~6~-thianthrene-3-carboxylic acid

Product 1

HCID 203841625,10,10-Trioxo-5,10-dihydro-10lambda~6~,5lambda~4~-thianthrene-2-carboxylic acid

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Carboxythianthrene-5,5-dioxide ((60 mg), acetic acid acid (2.0 ml) and 30% hydrogen peroxide (0.10 ml) were boiled under reflux for 10 mins., filtered and allowed to stand overnight at 0° C. 3-Carboxythianthrene-5,5,10-trioxide crystallised out, was filtered off and dried at 156° C. at 2mm. Hg, m.p. 340°-343° C.

Workup

  1. temperatureunder reflux for 10 mins
  2. filtration, filtered
  3. custom3-Carboxythianthrene-5,5,10-trioxide crystallised out
  4. filtrationwas filtered off
  5. customdried at 156° C. at 2mm. Hg, m.p. 340°-343° C.

Sources & evidence

ORD record
ord-72c1cbf894114efca3b6a3827763b2ba
Source dataset
uspto-grants-1979_12
Patent number
US04177257

Reaction notes

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