Hydrochloric Acid → 1-methyl-1H-imidazole-5-carboxylic acid

HRID 1292125Notes

Reaction equation

HRID 1292125 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([O:9]CC)=[O:8])=[CH:5][N:4]=[CH:3]1.[OH-].[Na+].Cl>C(O)C>[CH3:1][N:2]1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][N:4]=[CH:3]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18914307Ethyl 1-methyl-1H-imidazole-5-carboxylate

Product 1

HCID 27735071-methyl-1H-imidazole-5-carboxylic acidYield 68.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1.5 g of ethyl 1-methyl-5-imidazolecarboxylate, 5 mL of ethanol and 5 mL of 10% NaOH was stirred at room temperature for 12 h. The mixture was acidified to pH 2 with conc. HCl, diluted with 10 mL of ice water. The precipitated product was collected by filtration in 2 crops. Drying under vacuum gave 843 mg of 1-methyl-5-imidazolecarboxylic acid as a white solid.

Workup

  1. filtrationThe precipitated product was collected by filtration in 2 crops
  2. customDrying under vacuum

Sources & evidence

ORD record
ord-15ac412d04984f3483b5778571b9ea32
Source dataset
uspto-grants-1998_05
Patent number
US05756508

Reaction notes

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