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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423253Generated: October 27, 2026

Diglyme → HCID 178486136, compound

https://huagongshe.com/reaction/2423253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiglymeHCID 8150—
ReactantTriethylamineHCID 8471—
Reactant3-(Dimethylsulfamoyl)benzoyl chlorideHCID 18801884—
Reactant1-(3,5-difluorophenyl)-2-(1,3-dihydrobenzimidazol-2-ylidene)ethanoneHCID 178520380—
SolventWaterHCID 962—
ProductHCID 178486136HCID 17848613625.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

3-[(dimethylamino)sulfonyl]benzoyl chloride (1.97 g) was added to a mixture of 1-(3,5-difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)ethanone (865 mg), triethylamine (1.6 mL) and 2-methoxyethyl ether (10 mL), followed by heating with stirring at 110° C. for 30 minutes. Water (0.06 mL) was added, followed by further heating under reflux for 30 minutes. After cooling, water was added, followed by extraction with ethyl acetate. The organic layer was washed with water, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane/ethyl acetate=1/1), and recrystallized from ethyl acetate/n-hexane to obtain 3-[3-(3,5-difluorophenyl)-2-(1,3-dihydro-2H-benzimidazol-2-ylidene)-3-oxopropanoyl]-N,N-dimethylbenzenesulfonamide (391 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960562B2
Source datasetuspto-grants-2011_06
ORD IDord-c15fb3922011467d92f05f3b699caebd
Source noteuspto-grants-2011_06