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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47929Generated: October 25, 2026

Dimethyl Sulfoxide → Methyl 4-(4-chlorophenyl)-2-(2-methylimidazol-1-yl)-5-oxazolepropionate

https://huagongshe.com/reaction/47929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant2-MethylimidazoleHCID 12749—
ReactantMethyl 3-[2-chloro-4-(4-chlorophenyl)-5-oxazolyl]propionateHCID 10990225—
SolventWaterHCID 962—
ProductMethyl 4-(4-chlorophenyl)-2-(2-methylimidazol-1-yl)-5-oxazolepropionateHCID 2343180477.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of methyl 2-chloro-4-(4-chlorophenyl)-5-oxazolepropionate (805.4 g), 2-methylimidazole (1101.7 g) and dimethyl sulfoxide (2416 mL) was stirred at 110° C. for 8 h and water was added to the obtained mixture. The mixture was extracted with ethyl acetate and the extract was washed with 5% brine. The solvent was evaporated and the residue was dissolved in ethyl acetate (1611 mL) with heating. n-Heptane (4832 mL) was added at 30° C. The precipitated crystals were collected by filtration and washed with ethyl acetate-n-heptane (1:3) to give the title compound (716.6 g, yield: 77.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699995B1
Source datasetuspto-grants-2004_03
ORD IDord-17cef38e09974a86a973c413bdd31925
Source noteuspto-grants-2004_03