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Hydrochloric Acid → 1H-thieno[2,3-c]pyrazole-5-carbonitrile

HRID 34075
Notes
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Reaction equation

HRID 34075 reaction equation
C([N:4]1[C:8]2[S:9][C:10]([C:12]#[N:13])=[CH:11][C:7]=2[CH:6]=[N:5]1)(=O)C.Cl>C(O)C.[OH-].[Na+]>[NH:4]1[C:8]2[S:9][C:10]([C:12]#[N:13])=[CH:11][C:7]=2[CH:6]=[N:5]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 689272371-Acetyl-1H-thieno[2,3-c]pyrazole-5-carbonitrile

Product 1

HCID 689269941H-thieno[2,3-c]pyrazole-5-carbonitrileYield 100.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

To a suspension of 215 mg of 1-acetyl-1H-thieno[2,3-c]pyrazole-5-carbonitrile in 8 mL of ethanol, 1 mL of 5N sodium hydroxide aqueous solution was added at room temperature, and stirred at this temperature for 10 minutes. Then the solution was neutralized with 5N hydrochloric acid, extracted with ethyl acetate, and the organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated, to afford 168 mg of the title compound as colorless crystals.

Workup

  1. additionwas added at room temperature
  2. extractionextracted with ethyl acetate
  3. washthe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-fe2c8efc4b0447988675b250e4cc7df3
Source dataset
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07429609B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes