Potassium Hydroxide → HCID 19845475, compound

HRID 2351239Notes

Reaction equation

HRID 2351239 reaction equation
[OH-].[K+].[CH2:3]([S:10][C:11]1[N:15]([CH3:16])[N:14]=[C:13]([CH3:17])[C:12]=1[C:18]([O:20]CC)=[O:19])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[CH2:3]([S:10][C:11]1[N:15]([CH3:16])[N:14]=[C:13]([CH3:17])[C:12]=1[C:18]([OH:20])=[O:19])[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 14128012HCID 14128012, compound

Product 1

HCID 19845475HCID 19845475, compoundYield 87.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 100 ml of ethanol, 7.8 g of potassium hydroxide and 35.0 g of ethyl 5-benzylthio-1,3-dimethyl-pyrazole-4-carboxylate obtained in Reference Example 5 is refluxed while stirring for 5 hours. After evaporating off ethanol, dichloromethane is added to the residue, and the resulting solution is extracted with water. After acidifying the aqueous solution to pH 2 with diluted hydrochloric acid, extracted with dichloromethane, and then dried over anhydrous sodium sulfate. Evaporating off dichloromethane yields 27.7 g of the title compound.

Workup

  1. customobtained in Reference Example 5
  2. temperatureis refluxed
  3. customAfter evaporating off ethanol, dichloromethane
  4. additionis added to the residue
  5. extractionthe resulting solution is extracted with water
  6. extractionextracted with dichloromethane
  7. dry with materialdried over anhydrous sodium sulfate
  8. customEvaporating off dichloromethane

Sources & evidence

ORD record
ord-ecc77a0361234f29b335c59dab1eb011
Source dataset
uspto-grants-1989_10
Patent number
US04872901

Reaction notes

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