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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792638Generated: October 26, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → (E)-1-(4-acetylpiperazin-1-yl)-3-(4-chloro-3-nitrophenyl)prop-2-en-1-one

https://huagongshe.com/reaction/1792638

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-AcetylpiperazineHCID 83795—
Reactant4-Chloro-3-nitrocinnamic AcidHCID 688108—
SolventDimethylformamideHCID 6228—
Product(E)-1-(4-acetylpiperazin-1-yl)-3-(4-chloro-3-nitrophenyl)prop-2-en-1-oneHCID 1066470991.6%

Reaction Steps

To a stirred solution of trans-4-chloro-3-nitrocinnamic acid (1.50 g, 6.59 mmol) and 1-acetylpiperazine (0.89 g, 6.94 mmol) in 20 mL of DMF at room temperature was added EDAC (1.4 g, 7.30 mmol). The mixture was then stirred at room temperature for 2 hours. TLC indicated the complete consumption of the acid. Water was then added to quench the reaction and to precipitate out the product. Cinnamide was then collected through filtration and washed with cold water. The light yellow product was dried in a vacuum oven overnight at 40° C. to give 2.04 g (6.03 mmol, 91.6%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE039197E1
Source datasetuspto-grants-2006_07
ORD IDord-644e37facca44ade969a2ca5c0750252
Source noteuspto-grants-2006_07