Potassium Hydroxide → 157984-53-7

HRID 1742449Notes

Reaction equation

HRID 1742449 reaction equation
[CH3:1][S:2][C:3]1[S:7][N:6]=[C:5]([C:8]([F:11])([F:10])[F:9])[C:4]=1[C:12]([O:14]CC)=[O:13].[OH-].[K+]>C(O)C>[CH3:1][S:2][C:3]1[S:7][N:6]=[C:5]([C:8]([F:11])([F:9])[F:10])[C:4]=1[C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 15239211HCID 15239211, compound

Product 1

HCID 15239212157984-53-7

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 5.2 g (19.2 mmol) sample of ethyl 5-methylthio-3-(trifluoromethyl)isothiazole-4-carboxylate was combined with 1.39 g (21 mmol) of 85 percent potassium hydroxide and 25 mL of 95 percent ethanol and the mixture was heated on a steam bath for 45 min and then concentrated under reduced pressure to remove the volatiles. The residue was dissolved in water and acidified with concentrated hydrochloric acid. The white precipitate that formed was collected by filtration and dissolved in a mixture of acetone and ether. The resulting solution was dried over sodium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain 3.75 g (80 percent of theory) of the title compound as a white solid melting at 260°-262° C.

Workup

  1. temperaturethe mixture was heated on a steam bath for 45 min
  2. concentrationconcentrated under reduced pressure
  3. customto remove the volatiles
  4. dissolutionThe residue was dissolved in water
  5. customThe white precipitate that formed
  6. filtrationwas collected by filtration
  7. dissolutiondissolved in a mixture of acetone and ether
  8. dry with materialThe resulting solution was dried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated by evaporation under reduced pressure

Sources & evidence

ORD record
ord-b19b8c847c444627a84bd99bed482b1f
Source dataset
uspto-grants-1994_08
Patent number
US05338856

Reaction notes

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