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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1872598Generated: 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/1872598

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 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 numberUS06110922
Source datasetuspto-grants-2000_08
ORD IDord-0050f00777ec4eb8807d887006e8da5b
Source noteuspto-grants-2000_08