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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186369Generated: November 2, 2026

Water → 3-ETHYL-3H-IMIDAZOLE-4-CARBALDEHYDE

https://huagongshe.com/reaction/1186369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodoethaneHCID 6340—
ReactantPotassium CarbonateHCID 11430—
Reactant1H-Imidazole-4-carbaldehydeHCID 76428—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product3-ETHYL-3H-IMIDAZOLE-4-CARBALDEHYDEHCID 315967230%
Product1-Ethyl-1H-imidazole-4-carbaldehydeHCID 135098729%

Reaction Steps

1H-Imidazole-5-carbaldehyde (300 mg, 3.12 mmol) was dissolved in N,N-dimethylformamide (4 mL). To this, potassium carbonate (862 mg, 6.24 mmol) and ethyl iodide (0.275 mL, 3.43 mmol) were added at room temperature and the mixture was stirred at the same temperature for 1.5 hours. After water was added to the reaction mixture, extraction with ethyl acetate was performed, followed by washing with brine and drying over anhydrous sodium sulfate. The solvent was evaporated off under reduced pressure, and the residue was purified by preparative thin-layer chromatography (chloroform/methanol=20/1) to give 1-ethyl-1H-imidazole-5-carbaldehyde (115 mg, yield: 30%) and 1-ethyl-1H-imidazole-4-carbaldehyde (36 mg, yield: 9%). 1-ethyl-1H-imidazole-5-carbaldehyde

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673908B2
Source datasetuspto-grants-2014_03
ORD IDord-4e89b32c2f034fbdb8b166bf66a9ba3b
Source noteuspto-grants-2014_03