Hydrochloric Acid → HCID 15733154, compound

HRID 1816624Notes

Reaction equation

HRID 1816624 reaction equation
[CH3:1][N:2]1[C:6]([C:7]([O:9]CC)=[O:8])=[CH:5][N:4]=[C:3]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[OH-].[Na+].Cl>C(O)C>[CH3:1][N:2]1[C:6]([C:7]([OH:9])=[O:8])=[CH:5][N:4]=[C:3]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10609492HCID 10609492, compound

Product 1

HCID 15733154HCID 15733154, compoundYield 56.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.2 g of ethyl 1-methyl-2-phenyl-1H-5-imidazolecarboxylate was dissolved in 20 ml ethanol and 2 ml of 5N sodium hydroxide was added, followed by heating under reflux for 1 hour. The reaction solution was ice-cooled and neutralized with 2N hydrochloric acid, followed by extracting with a mixed solvent of ethyl acetate and tetrahydrofuran. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated, to give 1.1 g of 1-methyl-2-phenyl-1H-5-imidazolecarboxylic acid.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 1 hour
  3. temperaturecooled
  4. extractionby extracting with a mixed solvent of ethyl acetate and tetrahydrofuran
  5. washThe organic layer was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated

Sources & evidence

ORD record
ord-065d646723154cadb7017e09dc90b7ae
Source dataset
uspto-grants-2005_04
Patent number
US06884821B1

Reaction notes

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