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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186377Generated: October 26, 2026

Methyl iodide → 1,2-dimethyl-1H-imidazole-5-carbaldehyde

https://huagongshe.com/reaction/1186377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Methyl-1H-imidazole-4-carboxaldehydeHCID 2795878—
SolventDimethylformamideHCID 6228—
Product1,2-dimethyl-1H-imidazole-5-carbaldehydeHCID 315961022%
Product1,2-Dimethyl-1H-imidazole-4-carbaldehydeHCID 337284642%

Reaction Steps

According to Step 1 of Reference Example 8-47, by use of 2-methyl-1H-imidazole-5-carbaldehyde (500 mg, 4.54 mmol) dissolved in N,N-dimethylformamide (7.5 mL), potassium carbonate (1.25 g, 9.08 mmol) and methyl iodide (0.311 mL, 4.99 mmol), the mixture was stirred and reacted at room temperature for 3 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=20/1) was performed to give 1,2-dimethyl-1H-imidazole-5-carbaldehyde (125 mg, yield: 22%) and 1,2-dimethyl-1H-imidazole-4-carbaldehyde (12.7 mg, yield: 2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673908B2
Source datasetuspto-grants-2014_03
ORD IDord-f29afb3de6704ce0ab09ef10703fb7f8
Source noteuspto-grants-2014_03