Hydrochloric Acid → HCID 67865050, compound

HRID 1709268Notes

Reaction equation

HRID 1709268 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][C:14]2[CH:30]=[CH:29][C:17]([O:18][CH:19]([F:28])[C:20]([NH:22][CH2:23][C:24]([O:26]C)=[O:25])=[O:21])=[CH:16][CH:15]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH2:13][C:14]2[CH:15]=[CH:16][C:17]([O:18][CH:19]([F:28])[C:20]([NH:22][CH2:23][C:24]([OH:26])=[O:25])=[O:21])=[CH:29][CH:30]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86744150HCID 86744150, compound

Product 1

HCID 67865050HCID 67865050, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

623 mg of methyl {4-[2-(4-chlorophenyl)sulfonylaminoethyl]-2-fluorophenoxyacetylamino}acetate are dissolved in 8 ml of methanol, and 2.8 ml of an aqueous 1N sodium hydroxide solution are added thereto. After the mixture is allowed to stand for 3 hours, the mixture is made acidic with 10% hydrochloric acid, extracted with ethyl acetate, dried and evaporated to remove the solvent. The residue is recrystallized from a mixture of tetrahydrofuran, isoproylether and n-hexane. 560 mg of {4-[2-(4-chlorophenyl)sulfonylaminoethyl]-2-fluorophenoxyacetylamino}acetic acid are obtained as colorless prisms.

Workup

  1. extractionextracted with ethyl acetate
  2. customdried
  3. customevaporated
  4. customto remove the solvent
  5. customThe residue is recrystallized from a mixture of tetrahydrofuran, isoproylether and n-hexane

Sources & evidence

ORD record
ord-cf270726841d4a7aaf1b8020584930fb
Source dataset
uspto-grants-1990_08
Patent number
US04948810

Reaction notes

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