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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423230Generated: October 26, 2026

Benzoyl chloride, 3-(chlorosulfonyl)- → 3-[3-(3,5-difluorophenyl)-2-(1,3-dihydrobenzimidazol-2-ylidene)-3-oxopropanoyl]benzenesulfonyl chloride

https://huagongshe.com/reaction/2423230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chloride, 3-(chlorosulfonyl)-HCID 77671—
Reactant1-(3,5-difluorophenyl)-2-(1,3-dihydrobenzimidazol-2-ylidene)ethanoneHCID 178520380—
Solvent1,4-DioxaneHCID 31275—
Product3-[3-(3,5-difluorophenyl)-2-(1,3-dihydrobenzimidazol-2-ylidene)-3-oxopropanoyl]benzenesulfonyl chlorideHCID 178520871—

Reaction Steps

1-(3,5-Difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)ethanone and 3-(chlorosulfonyl)benzoyl chloride were heated under reflux in dioxane for 1 hour, followed by cooling. After dilution with ethyl acetate, the insoluble matter was separated by filtration. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography. This was further diluted with ethyl acetate, washed with an aqueous saturated sodium hydrogencarbonate solution and water successively, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 3-[3-(3,5-difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-3-oxopropanoyl]benzenesulfonyl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960562B2
Source datasetuspto-grants-2011_06
ORD IDord-6fa8c20e49354e99b0a2c50164cbd249
Source noteuspto-grants-2011_06