Potassium Hydroxide → HCID 21980165, compound

HRID 2241881Notes

Reaction equation

HRID 2241881 reaction equation
[Cl:1][C:2]1[C:3]([CH3:22])=[C:4]([S:8]([NH:11][C:12]2[S:13][C:14]([CH2:17][C:18]([O:20]C)=[O:19])=[CH:15][N:16]=2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[OH-].[K+]>CCO>[Cl:1][C:2]1[C:3]([CH3:22])=[C:4]([S:8]([NH:11][C:12]2[S:13][C:14]([CH2:17][C:18]([OH:20])=[O:19])=[CH:15][N:16]=2)(=[O:9])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86588666HCID 86588666, compound

Product 1

HCID 21980165HCID 21980165, compoundYield 104.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To methyl (2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-1,3-thiazol-5-yl)acetate (Example 2) (0.2 g, 0.55 mmol) dissolved in EtOH (5.5 mL) was added aqueous KOH (0.6 mL, 5.5 M). The reaction mixture was stirred at room temperature for 1 h. The solvent was then removed under reduced pressure and the crude product dissolved in water. The aqueous phase was acidified using conc. HCl so that the product precipitated. Filtration and washing with water (5 mL) afforded 0.2 g, 97% product. The product was used without any further purification.

Workup

  1. customThe solvent was then removed under reduced pressure
  2. dissolutionthe crude product dissolved in water
  3. customprecipitated
  4. filtrationFiltration
  5. washwashing with water (5 mL)

Sources & evidence

ORD record
ord-793147be80864a7c877625f73227efd7
Source dataset
uspto-grants-2010_03
Patent number
US07671051B2

Reaction notes

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