Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1864766Generated: October 25, 2026

Thionyl Chloride → 1-[2-Chloro-4-(4-chlorophenyl)butyl]-1H-imidazole

https://huagongshe.com/reaction/1864766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantButoconazole nitrateHCID 47471—
Reactant1-[4-(Chlorophenyl)-2-hydroxy-n-butyl]-imidazoleHCID 69055504—
Product1-[2-Chloro-4-(4-chlorophenyl)butyl]-1H-imidazoleHCID 12432034—

Reaction Steps

in the presence of sodium hydride reagent in dimethylformamide solvent. This substitution reaction takes a long time and gives the (1-[4-(4-chlorophenyl)-2-hydroxy-n-butyl]-imidazole) (IV) with a poor yield (51.7%). In the next step of the butoconazole nitrate synthesis (1-[4-(chlorophenyl)-2-hydroxy-n-butyl]-imidazole) (IV) is treated with thionyl chloride (which is at once a reagent and a solvent) at 65-70° C. to yield 1-[4-(4-chlorophenyl)-2-chloro-n-butyl]-imidazole of the formula (V).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07625935B2
Source datasetuspto-grants-2009_12
ORD IDord-34ecd88d3223437283e508490c080bb9
Source noteuspto-grants-2009_12