Lithium hydroxide, monohydrate → 4-(5-benzenesulfonylamino-1-phenyl-1H-pyrazole-3-yl)-benzoic acid

HRID 1860523Notes

Reaction equation

HRID 1860523 reaction equation
C[O:2][C:3](=[O:40])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:14]=[C:13]([N:15](S(C3C=CC=CC=3)(=O)=O)[S:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)(=[O:18])=[O:17])[N:12]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:11]=2)=[CH:6][CH:5]=1.O.[OH-].[Li+]>CO>[C:19]1([S:16]([NH:15][C:13]2[N:12]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[N:11]=[C:10]([C:7]3[CH:6]=[CH:5][C:4]([C:3]([OH:40])=[O:2])=[CH:9][CH:8]=3)[CH:14]=2)(=[O:17])=[O:18])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 698302824-{5-[bis(Benzenesulfonyl)amino]-1-phenyl-1H-pyrazole-3-yl}-benzoic acid methyl ester

Product 1

HCID 698310104-(5-benzenesulfonylamino-1-phenyl-1H-pyrazole-3-yl)-benzoic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-{5-[bis(Benzenesulfonyl)amino]-1-phenyl-1H-pyrazole-3-yl}-benzoic acid methyl ester (1.0 g, 1.74 mmol) and lithium hydroxide monohydrate (1.0 g, 23.8 mmol) in methanol (20 ml) was stirred at room temperature for 2.5 days. The solvent was evaporated in vacuo, and the residue was dissolved in water (20 ml). The solution was neutralized with concentrated hydrochloric acid to give a white precipitate. The solid was collected by filtration, washed with water and dried in vacuo to yield 4-(5-benzenesulfonylamino-1-phenyl-1H-pyrazole-3-yl)-benzoic acid as a solid.

Workup

  1. customThe solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in water (20 ml)
  3. customto give a white precipitate
  4. filtrationThe solid was collected by filtration
  5. washwashed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-a2864a11fea54643993e18af31ed2766
Source dataset
uspto-grants-2003_03
Patent number
US06531478B2

Reaction notes

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