Hydrogen Peroxide → HCID 20348745, compound

HRID 1701167Notes

Reaction equation

HRID 1701167 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([S:16][CH2:17][C:18]([OH:20])=[O:19])[CH3:15])=[CH:10][CH:9]=1.[OH:21]O.O>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:13]=[CH:12][C:11]([CH:14]([S:16]([CH2:17][C:18]([OH:20])=[O:19])=[O:21])[CH3:15])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 20348746HCID 20348746, compound

Product 1

HCID 20348745HCID 20348745, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

50 gm (0.163 mol) of [1-(2'-chloro-4-biphenylyl)-ethylthio]-acetic acid were suspended in 163 ml of glacial acetic acid and 16.0 gm (0.171 mol) of 36.3% hydrogen peroxide were added dropwise to the suspension at 10° C. while vigorously stirring. Afterwards, the mixture was allowed to stand overnight at room temperature, during which time the starting compound dissolved. Subsequently, 500 ml of water were added, the reaction product was extracted with ethyl acetate, and the organic solvent was removed from the extract in vacuo, leaving 45.1 gm (85% of theory) of the title compound, m.p. 144°-147° C. (from ethyl acetate).

Workup

  1. dissolutionthe starting compound dissolved
  2. extractionthe reaction product was extracted with ethyl acetate
  3. customthe organic solvent was removed from the
  4. extractionextract in vacuo

Sources & evidence

ORD record
ord-5bcfd3c180234d7eb49c69bc889f949b
Source dataset
uspto-grants-1980_03
Patent number
US04191776

Reaction notes

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