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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2300695Generated: November 4, 2026

Imidazole → HCID 86756284, compound

https://huagongshe.com/reaction/2300695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 18376469HCID 18376469—
ReactantHCID 18376490HCID 18376490—
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86756284HCID 86756284164.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 5-[4-(4-chlorophenyl)-2-(2-methyl-1-imidazolyl)-5-oxazolyl]pentyl methanesulfonate(2.20 g), imidazole(710 mg), potassium carbonate(1.43 g) and N,N-dimethylformamide(40 ml) was stirred for 3 hours at 80-90° C. Water was added to the reaction mixture. The resulting mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water, and dried(MgSO4). The residue obtained by evaporated the solvent was subjected to silica gel column chromatography. From the fraction eluted with methanol-chloroform(3:97, v/v), obtained was 4-(4-chlorophenyl)-5-[5-(1-imidazolyl)pentyl]-2-(2-methyl-1-imidazolyl)oxazole(1.45 g, 71%). The oily substance(1.45 g) was dissolved in methanol(6 ml), and thereto a 4N-hydrochloric acid-ethyl acetate solution (2 ml) was added. Ethyl acetate was then added to the reaction mixture. The precipitated white powder was collected by filtration, and washed with ethyl acetate-acetone to give 4-(4-chlorophenyl)-5-[5-(1-imidazolyl)pentyl]-2-(2-methyl-1-imidazolyl)oxazole dihydrochloride monohydrate(1.47 g, 58%). mp 197-199° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06498179B1
Source datasetuspto-grants-2002_12
ORD IDord-a8af5b0fbcca4b58ba51ba264c45ddce
Source noteuspto-grants-2002_12