Sodium Hydroxide → HCID 15057632, compound

HRID 654022Notes

Reaction equation

HRID 654022 reaction equation
C[O:2][C:3](=[O:23])[C:4]1[CH:9]=[CH:8][C:7]([S:10](=[O:22])(=[O:21])[NH:11][C:12]2[C:17]([F:18])=[CH:16][C:15]([F:19])=[CH:14][C:13]=2[F:20])=[CH:6][CH:5]=1.[OH-].[Na+]>O1CCOCC1>[F:20][C:13]1[CH:14]=[C:15]([F:19])[CH:16]=[C:17]([F:18])[C:12]=1[NH:11][S:10]([C:7]1[CH:6]=[CH:5][C:4]([C:3]([OH:23])=[O:2])=[CH:9][CH:8]=1)(=[O:21])=[O:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15057631HCID 15057631, compound

Product 1

HCID 15057632HCID 15057632, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

6.22 g (18 mmol) of 4-[N-(2,4,6-trifluorophenyl)sulfamoyl]-benzoic acid methyl ester is dissolved in 50 ml of dioxane, 18 ml (32 mmol) of 2N NaOH is added and stirred for 3 hours at 50° C. The solution is then concentrated by evaporation to about 10 ml under reduced pressure, acidified with 2N hydrochloric acid and the resulting solid precipitate is suctioned off. The filter residue is dissolved in ethyl acetate, the solution is shaken out with water, dried on sodium sulfate, filtered and evaporated to dryness. 5.58 g (16.85 mmol)=76.9% of the theoretical yield is obtained as an amorphous solid.

Workup

  1. concentrationThe solution is then concentrated by evaporation to about 10 ml under reduced pressure
  2. dissolutionThe filter residue is dissolved in ethyl acetate
  3. stirringthe solution is shaken out with water
  4. customdried on sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. custom5.58 g (16.85 mmol)=76.9% of the theoretical yield
  8. customis obtained as an amorphous solid

Sources & evidence

ORD record
ord-ad14dbc0e3a747f8912099a9f443e847
Source dataset
uspto-grants-1992_07
Patent number
US05130119

Reaction notes

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