Sodium Hydroxide → HCID 15057640, compound

HRID 654029Notes

Reaction equation

HRID 654029 reaction equation
C[O:2][C:3](=[O:27])[C:4]1[CH:13]=[C:12]([S:14](=[O:26])(=[O:25])[NH:15][C:16]2[C:21]([F:22])=[CH:20][C:19]([F:23])=[CH:18][C:17]=2[F:24])[CH:11]=[C:6]([C:7]([O:9]C)=[O:8])[CH:5]=1.[OH-].[Na+]>O1CCOCC1>[F:24][C:17]1[CH:18]=[C:19]([F:23])[CH:20]=[C:21]([F:22])[C:16]=1[NH:15][S:14]([C:12]1[CH:13]=[C:4]([C:3]([OH:27])=[O:2])[CH:5]=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8])(=[O:25])=[O:26]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15057639HCID 15057639, compound

Product 1

HCID 15057640HCID 15057640, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

6.05 g (15 mmol) of 5-[N-(2,4,6-trifluorophenyl)sulfamoyl]-isophthalic acid dimethyl ester is dissolved in 60 ml of dioxane, 15 ml (30 mmol) of 2N NaOH is added and it is stirred for 3 hours at 50° C. The solution is then concentrated by evaporation to about 15 ml at 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 twice with water, dried on sodium sulfate, filtered and evaporated to dryness. 4.8 g (12.78 mmol)=85.22% of the theoretical yield is obtained as an amorphous solid.

Workup

  1. concentrationThe solution is then concentrated by evaporation to about 15 ml at reduced pressure
  2. dissolutionThe filter residue is dissolved in ethyl acetate
  3. stirringthe solution is shaken out twice with water
  4. customdried on sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. custom4.8 g (12.78 mmol)=85.22% of the theoretical yield
  8. customis obtained as an amorphous solid

Sources & evidence

ORD record
ord-dbe20a6b31254a70b548d9e9eecffd73
Source dataset
uspto-grants-1992_07
Patent number
US05130119

Reaction notes

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