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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809190Generated: November 1, 2026

Triethylamine → ethyl 1-methyl-1H-imidazole-2-carboxylate

https://huagongshe.com/reaction/1809190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactant2-MethylimidazoleHCID 12749—
SolventAcetonitrileHCID 6342—
Productethyl 1-methyl-1H-imidazole-2-carboxylateHCID 426188351%

Reaction Conditions

Temperature-30 °C

Reaction Steps

Triethyl amine (50 mL) is added to a solution of methyl imidazol (16.3 g, 199 mmol) in acetonitrile (100 mL), then it is cooled to −30° C. A solution of ethyl chloroformate (31 mL, 328 mmol) in acetonitrile (50 mL) is added slowly keeping the temperature bellow 10° C. The reaction mixture is concentrated and diluted in water and extracted with chloroform, dried with MgSO4 anh, filtered and evaporated. Recrystallisation from ether yields 1-Methyl-1H-imidazole-2-carboxylic acid ethyl ester as an orange oil (15.5 g, 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362018B2
Source datasetuspto-grants-2013_01
ORD IDord-bebdb0b3cfac4872989acd5b1884f0a9
Source noteuspto-grants-2013_01