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

HRID 1890528Notes

Reaction equation

HRID 1890528 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-08e74b6a190e48c2852e41454387d5bb
Source dataset
uspto-grants-2013_08
Patent number
US08507487B2

Reaction notes

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