Reaction #985297

ord-f43d518f060c44f098167fce2543bf86

Reaction equation

[K+].[OH-]
KOH
CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1
topiramate
C1CCOC1
THF
CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1
topiramate
→
CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS([NH-])(=O)=O)OC(C)(C)O[C@@H]23)O1.[K+]
Topiramate Potassium

Reactants

[K+].[OH-]
KOH
—
solid
CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1
topiramate
C1CCOC1
THF
CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1
topiramate

Reagents

None

Solvents

C1CCOC1.CC1(C)O[C@@H]2[C@@H](CO[C@@]3(COS(N)(=O)=O)OC(C)(C)O[C@@H]23)O1
topiramate THF

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherto evaporate overnight at room temperature
  2. 2
    Otherleaving an amorphous solid
  3. 3
    OtherThe solid was further dried

Procedure

A 20 mL scintillation vial was loaded with 556.8 mg (1.641 mmols) of topiramate (Cheminor Drugs Ltd., Hyderabad, India, Batch TP001.J00) and 1 mL THF (Sigma, St. Louis, Mo. USA, 99.0+%, Lot 50k1485), and all of the topiramate dissolved. 89.9 mg (1.602 mmols) of solid KOH (Spectrum, Lot PN0690) was dissolved in the topiramate/THF solution. The solution was allowed to evaporate overnight at room temperature leaving an amorphous solid. The solid was further dried by placing it in a vacuum desiccator 1 white brittle solid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07351695B2uspto-grants-2008_04