Potassium Hydroxide → 1H-thieno[3,2-c]pyrazole-5-carboxylic acid

HRID 876779Notes

Reaction equation

HRID 876779 reaction equation
C([N:4]1[C:8]2[CH:9]=[C:10]([C:12]([O:14]C)=[O:13])[S:11][C:7]=2[CH:6]=[N:5]1)(=O)C.[OH-].[K+]>CO>[NH:4]1[C:8]2[CH:9]=[C:10]([C:12]([OH:14])=[O:13])[S:11][C:7]=2[CH:6]=[N:5]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 57637373Methyl 1-acetyl-1H-thieno[3,2-c]pyrazole-5-carboxylate

Product 1

HCID 596408271H-thieno[3,2-c]pyrazole-5-carboxylic acidYield 81.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 1-acetyl-1H-thieno[3,2-c]pyrazole-5-carboxylate (F-5) (4.9 g, 21.8 mmol) in MeOH (15 mL) was added an aqueous KOH solution (6 N, 10 mL). The reaction mixture was stirred at room temperature for 2 h, and then concentrated in vacuo. Aqueous HCl (6 N) was added to adjust pH to 5-6. The precipitates were collected by filtration to afford the title compound (3.0 g).

Workup

  1. concentrationconcentrated in vacuo
  2. additionAqueous HCl (6 N) was added
  3. filtrationThe precipitates were collected by filtration

Sources & evidence

ORD record
ord-b7b31ffe16fc471489d3d0efaa08c9ec
Source dataset
uspto-grants-2015_03
Patent number
US08987269B2

Reaction notes

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