Potassium Hydroxide → HCID 21980165, compound

HRID 10369Notes

Reaction equation

HRID 10369 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-83947141fcc74f808a1a2bc552757fcf
Source dataset
uspto-grants-2006_08
Patent number
US07094792B2

Reaction notes

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