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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8406Generated: October 25, 2026

Triethylamine → 2-Acetyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazole

https://huagongshe.com/reaction/8406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3,5-Dichlorobenzenesulfenyl chlorideHCID 10130573—
Reactant2-Acetyloxymethyl-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazoleHCID 15458331—
SolventTolueneHCID 1140—
SolventAcetonitrileHCID 6342—
Product2-Acetyloxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-(pyridin-4-yl)methyl-1H-imidazoleHCID 984657282%

Reaction Steps

To a solution of the compound (3) (0.97 g, 4.5 mmol) in toluene (1.88 g) was added dropwise a solution of the compound (10a) (0.87 g, 3.2 mmol) in acetonitrile (4 ml) under ice-cooling for 30 minutes. A solution of triethylamine (0.46 g, 4.5 mmol) in acetonitrile (0.5 ml) was added dropwise thereto for 15 minutes, and the mixture was stirred under ice-cooling for 2 hours. The reaction mixture was concentrated under reduced pressure and extracted with ethyl acetate. The extract was washed with water, concentrated under reduced pressure and purified by column chromatography on silica gel (elution ethyl acetate) to yield the objective (11) (1.17 g) as a crystal. Yield 82%. Mp 133–135° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087764B2
Source datasetuspto-grants-2006_08
ORD IDord-1b1cbabccb3541bf91aad69e89164acf
Source noteuspto-grants-2006_08