Sodium Hydroxide → 2-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl]acetic acid

HRID 654048Notes

Reaction equation

HRID 654048 reaction equation
C[O:2][C:3](=[O:20])[CH2:4][S:5](=[O:19])(=[O:18])[NH:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[C:9]([C:14]([F:17])([F:16])[F:15])[CH:8]=1.[OH-].[Na+]>O1CCOCC1>[F:13][C:10]1[CH:11]=[CH:12][C:7]([NH:6][S:5]([CH2:4][C:3]([OH:20])=[O:2])(=[O:18])=[O:19])=[CH:8][C:9]=1[C:14]([F:17])([F:15])[F:16]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 542944922-[N-(4-Fluoro-3-trifluoromethylphenyl)sulfamoyl]acetic Acid Methyl Ester

Product 1

HCID 197640082-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl]acetic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Analogously to the instructions for Example 8, 2.2 g (6.98 mmol) of 2-[N-(4-fluoro-3-trifluoromethylphenyl)sulfamoyl]-acetic acid methyl ester in dioxane is saponified with aqueous NaOH. After acidification, extraction and crystallization from ethyl acetate/hexane, 1.96 g=93.2% of the theoretical yield of crystals is obtained. Melting point 138°-140° C.

Workup

  1. extractionAfter acidification, extraction and crystallization from ethyl acetate/hexane, 1.96 g=93.2% of the theoretical yield of crystals
  2. customis obtained

Sources & evidence

ORD record
ord-7a1dc14c2a5d4a06ba965a6c59ced284
Source dataset
uspto-grants-1992_07
Patent number
US05130119

Reaction notes

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