Hydrochloric Acid → 4-Methyl-1H-imidazole-5-carboxylic acid

HRID 1285222Notes

Reaction equation

HRID 1285222 reaction equation
[OH-].[Na+].[CH3:3][C:4]1[NH:8][CH:7]=[N:6][C:5]=1[C:9]([O:11]CC)=[O:10].Cl>O>[CH3:3][C:4]1[NH:8][CH:7]=[N:6][C:5]=1[C:9]([OH:11])=[O:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 99200Ethyl 4-methyl-5-imidazolcarboxylate

Product 1

HCID 738254-Methyl-1H-imidazole-5-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium hydroxide (70.0 g, 1.75 moles), followed by ethyl 5-methyl-1H-imidazole-4-carboxylate (34.0 g, 0.22 mole), were added to 500 ml of water. The reaction mixture was stirred and heated at reflux for one hour, cooled in an ice bath, and neutralized with 150 ml of concentrated hydrochloric acid. The precipitated solid was collected and dried to give 5-methyl-1H-imidazole-4-carboxylic acid.

Workup

  1. temperatureheated
  2. temperatureat reflux for one hour
  3. temperaturecooled in an ice bath
  4. customThe precipitated solid was collected
  5. customdried

Sources & evidence

ORD record
ord-bf81dec674f3433a8f965bf21cfc7740
Source dataset
uspto-grants-1986_01
Patent number
US04565875

Reaction notes

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