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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074428Generated: November 1, 2026

Imidazole → 2-(4-Chlorophenyl)-2-(1H-imidazol-1-ylmethyl)-4-[4-(4-acetylpiperazin-1-ylmethyl)-2-chloro-6-methylphenoxymethyl]-1,3-dioxolane

https://huagongshe.com/reaction/1074428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantPotassium IodideHCID 4875—
ReactantSodium hydrideHCID 24758—
ReactantSodiumHCID 5360545—
Reactant4-(4-Acetylpiperazin-1-ylmethyl)-2-chloro-6-methylphenolHCID 15576442—
Reactant2-Bromomethyl-2-(4-chlorophenyl)-1,3-dioxolan-4-ylmethyl methanesulfonateHCID 15576451—
SolventDimethylacetamideHCID 31374—
Product2-(4-Chlorophenyl)-2-(1H-imidazol-1-ylmethyl)-4-[4-(4-acetylpiperazin-1-ylmethyl)-2-chloro-6-methylphenoxymethyl]-1,3-dioxolaneHCID 20496561—

Reaction Steps

2.8 g=10 mmoles of 4-(4-acetylpiperazin-1-ylmethyl)-2-chloro-6-methylphenol are added in portions, while cooling and stirring, to a suspension of 0.3 g=10 mmoles of sodium hydride (an 80% strength dispersion in oil) in 20 ml of dimethylacetamide at such a rate that the temperature does not exceed 20° C. 4.1 g=10 mmoles of 2-bromomethyl-2-(4-chlorophenyl)-1,3-dioxolan-4-ylmethyl methanesulfonate are then introduced in portions and stirring is continued for 6 hours at 80° C. 0.8 g=5 mmoles of potassium iodide and 0.9 g=10 mmoles of the sodium salt of imidazole are introduced at this temperature and the mixture is then stirred for 48 hours at 160° C. and worked up as described in Example 1a. This gives 2 g (35% of theory) of a highly viscous, non-crystalline oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04391805
Source datasetuspto-grants-1983_07
ORD IDord-7f4c17c2e1c0490d9fb9b7860df783f7
Source noteuspto-grants-1983_07