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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856241Generated: November 1, 2026

Acetonitrile → 1-ethyl-2-(4-methoxyphenyl)-1H-imidazole monohydrochloride

https://huagongshe.com/reaction/1856241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTriethylamineHCID 8471—
ReactantEthyl chloroformateHCID 10928—
Reactant2-(4-Methoxyphenyl)-1H-imidazoleHCID 12463135—
SolventDiethyl EtherHCID 3283—
Product1-ethyl-2-(4-methoxyphenyl)-1H-imidazole monohydrochlorideHCID 20271711—

Reaction Conditions

Temperature180 °C

Reaction Steps

To a stirred and cooled (10° C.) mixture of 7 parts of 2-(4-methoxyphenyl)-1H-imidazole, 4.2 parts of N,N-diethylethanamine and 40 parts of acetonitrile is added dropwise a solution of 6.5 parts of ethyl carbonochloridate in a small amount of 1,1'-oxybisethane at a temperature below 10° C. Upon completion, stirring is continued overnight at room temperature. The reaction mixture is poured onto 175 parts of 1,1'-oxybisethane and the whole is stirred. The precipitate is filtered off and the filtrate is washed three times with water, dried, filtered and evaporated. The oily residue is heated to 180° C., cooled and dissolved in 1,1'-oxybisethane. The undissolved material is filtered off and the ether-phase is saturated with hydrogen chloride. The formed hydrochloride salt is filtered off and triturated in 2-butanone, yielding 3 parts of 1-ethyl-2-(4-methoxyphenyl)-1H-imidazole monohydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04218458
Source datasetuspto-grants-1980_08
ORD IDord-4a6446e640334055b2700d92b5ba6856
Source noteuspto-grants-1980_08