Sodium Hydroxide → [(4-Chloro-2-{[2-chloro-4-(ethylsulfonyl)phenyl]thio}phenyl)thio]acetic acid

HRID 910837Notes

Reaction equation

HRID 910837 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]([O:12]CC)=[O:11])=[C:4]([S:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH2:25][CH3:26])(=[O:24])=[O:23])=[CH:18][C:17]=2[Cl:27])[CH:3]=1.[OH-].[Na+]>CO.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]([OH:12])=[O:11])=[C:4]([S:15][C:16]2[CH:21]=[CH:20][C:19]([S:22]([CH2:25][CH3:26])(=[O:24])=[O:23])=[CH:18][C:17]=2[Cl:27])[CH:3]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86620103Ethyl [(4-chloro-2-{[2-chloro-4-(ethylsulfonyl)phenyl]thio}phenyl)thio]acetate

Product 1

HCID 11711812[(4-Chloro-2-{[2-chloro-4-(ethylsulfonyl)phenyl]thio}phenyl)thio]acetic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of the product from step (iv) (0.10 g), sodium hydroxide (0.018 g) in methanol (5 ml) and water (5 ml) was stirred at RT for 1 h. The mixture was partitioned between 2M hydrochloric acid/ethyl acetate, the organics separated, dried and evaporated under reduced pressure. The residue was purified by reverse phase HPLC. Yield 0.012 g

Workup

  1. customThe mixture was partitioned between 2M hydrochloric acid/ethyl acetate
  2. customthe organics separated, dried
  3. customevaporated under reduced pressure
  4. customThe residue was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-6e3078d252ea4dd68759dc3cf6dd6f38
Source dataset
uspto-grants-2011_09
Patent number
US08022248B2

Reaction notes

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