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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330023Generated: October 27, 2026

Sodium hydride → Methyl 4-[3-(4-chlorophenyl)-1-(imidazol-1-ylmethyl)propylthio]benzoate

https://huagongshe.com/reaction/330023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-sulfanylbenzoateHCID 237573—
Reactant1-[2-Chloro-4-(4-chlorophenyl)butyl]-1H-imidazoleHCID 12432034—
SolventDimethylformamideHCID 6228—
ProductMethyl 4-[3-(4-chlorophenyl)-1-(imidazol-1-ylmethyl)propylthio]benzoateHCID 1987050643.9%

Reaction Steps

11 mg of a 55% w/w suspension of sodium hydride in mineral oil were added, whilst ice-cooling, to a solution of 40 mg of methyl 4-mercaptobenzoate in 0.25 ml of dry dimethylformamide, and the resulting mixture was stirred at room temperature for 30 minutes. A solution of 52 mg of 1-[4-(4-chlorophenyl)-2-chlorobutyl]imidazole in 0.25 ml of dry dimethylformamide was added to this solution, and the resulting mixture was heated at 60°-70° C. for 5 hours. At the end of this time, the reaction mixture was treated and purified according to the same method as described in Example 1, to give 34 mg of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04894385
Source datasetuspto-grants-1990_01
ORD IDord-3df47cb2946c4f6b9861e4a40f755ce2
Source noteuspto-grants-1990_01