[p-(p-Chlorophenylthio)phenyl]acetic Acid → HCID 20392579, compound

HRID 1863273Notes

Reaction equation

HRID 1863273 reaction equation
I([O-])(=O)(=O)=[O:2].[Na+].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([S:14][C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]([OH:24])=[O:23])=[CH:17][CH:16]=2)=[CH:10][CH:9]=1>O.[OH-].[Na+]>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][C:22]([OH:24])=[O:23])=[CH:17][CH:16]=2)=[O:2])=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 12531841[p-(p-Chlorophenylthio)phenyl]acetic AcidHCID 23667635Sodium periodate

Product 1

HCID 20392579HCID 20392579, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a solution of 4.49 g of sodium metaperiodate in 80 ml of water is added a solution of 5.57 g of [p-(p-chlorophenylthio)phenyl]acetic acid in 75 ml of 1.75% NaOH. A white solid precipitates immediately. After stirring overnight the mixture is filtered and the filtrate is acidified with concentrated HCl to give a white solid. This product, which contains some starting material, is reworked, as above, to yield the pure product. Recrystallization from chloroform-hexane affords white crystals, mp 139°-141° C. and 144°-148.5° C.

Workup

  1. customA white solid precipitates immediately
  2. filtrationis filtered
  3. customto give a white solid
  4. customas above, to yield the pure product
  5. customRecrystallization from chloroform-hexane
  6. customaffords white crystals, mp 139°-141° C. and 144°-148.5° C.

Sources & evidence

ORD record
ord-da9d82cb2243463680c16710838414fc
Source dataset
uspto-grants-1979_09
Patent number
US04168385

Reaction notes

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