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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747713Generated: October 28, 2026

Hydrochloric Acid → 4-[4-(3-cyanophenoxy)butyryl]-N,N-dimethylbenzamide

https://huagongshe.com/reaction/747713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylamineHCID 674—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 68830789HCID 68830789—
SolventDimethylformamideHCID 6228—
Product4-[4-(3-cyanophenoxy)butyryl]-N,N-dimethylbenzamideHCID 68836054—

Reaction Steps

240 mg (0.78 mmol) of 4-[4-(3-cyanophenoxy)butyryl]benzoic acid, 150 mg (0.78 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 121 mg (0.78 mmol) of 1-hydroxybenzotriazole (hydrous, 87%) and 100 mg of 50% aqueous dimethylamine solution were stirred together in 5 ml of dimethylformamide at room temperature overnight. 1 N hydrochloric acid was added to the resultant mixture. After the extraction with dichloromethane, the extract was washed with saturated aqueous sodium hydrogencarbonate solution and then with saturated aqueous NaCl solution, and dried over anhydrous magnesium sulfate. The solvent was evaporated. The residue was purified by the silica gel chromatography with ethyl acetate as the eluent to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-e412be62f8924e6190145c9372ba73cc
Source noteuspto-grants-2008_07