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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223329Generated: October 30, 2026

Triethylamine → (3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)methanone

https://huagongshe.com/reaction/2223329

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactantm-Anisoyl chlorideHCID 74374—
Reactant1H-Imidazole, 4,5-dihydro-2-(methylthio)-, hydriodide (1:1)HCID 12221228—
SolventDichloromethaneHCID 6344—
Product(3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)methanoneHCID 3413160—

Reaction Steps

To a solution of 2-methylsulfanyl-4,5-dihydro-1H-imidazole hydroiodide (1.22 g, 1.0 equiv) in CH2Cl2 (25 mL) under an atmosphere of argon at 0° C. was added triethylamine (1.5 mL, 2.2 equiv) and then 3-methoxybenzoyl chloride (0.78 mL, 1.1 equiv) dropwise. Thereaction mixture was allowed to warm to room temperature and stir for 24 hr. After concentration, the resulting residue was diluted with EtOAc (50 mL) and hexane (50 mL). The mixture was filtered and then the filtrate concentrated and dried under vacuum to give a quantitative yield of (3-methoxyphenyl)-(2-methylsulfanyl-4,5-dihydroimidazol-1-yl)-methanone which was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375125B2
Source datasetuspto-grants-2008_05
ORD IDord-31cd2216a90643b8bc3a3fbee37cace5
Source noteuspto-grants-2008_05