Hydrochloric Acid → HCID 20061014, compound

HRID 1828792Notes

Reaction equation

HRID 1828792 reaction equation
Br[C:2]1[NH:6][C:5]([CH3:7])=[N:4][C:3]=1[CH:8]=[O:9].C(=O)([O-])O.[Na+].[ClH:15]>>[Cl:15][C:2]1[NH:6][C:5]([CH3:7])=[N:4][C:3]=1[CH:8]=[O:9]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 122374954-bromo-2-methyl-1H-imidazole-5-carbaldehyde

Product 1

HCID 20061014HCID 20061014, compound

Procedure

5-Bromo-2-methylimidazole-4-carbaldehyde (400 mg) was dissolved in conc. hydrochloric acid (6 ml), and the mixture was refluxed under heating for 24 hr. Saturated aqueous sodium hydrogencarbonate solution was added under ice-cooling until the mixture assumed weak alkalinity and the mixture was extracted twice with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and then brine. The organic layer was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. Hexane was added to the residue and the crystals were collected by filtration to give 5-chloro-2-methylimidazole-4-carbaldehyde (222 mg) as yellow crystals.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 24 hr
  3. temperaturecooling until the mixture
  4. extractionthe mixture was extracted twice with ethyl acetate
  5. washThe organic layer was washed with saturated aqueous sodium hydrogencarbonate solution
  6. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. additionHexane was added to the residue
  9. filtrationthe crystals were collected by filtration

Sources & evidence

ORD record
ord-bea49ee2b48a4ce7bebf5cb4c9f0e2f5
Source dataset
uspto-grants-2006_06
Patent number
US07060721B1

Reaction notes

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