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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649200Generated: November 1, 2026

Malonic Acid → 2-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acid

https://huagongshe.com/reaction/1649200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantPiperidineHCID 8082—
Reactant2-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]benzaldehydeHCID 13236301—
SolventPyridineHCID 1049—
Product2-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]cinnamic acidHCID 5431435283.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]benzaldehyde (4 g) was dissolved in 20 ml of pyridine followed by adding 2.1 g of malonic acid and 0.4 ml of piperidine, and the mixture was stirred at 80° C. for 4 hours. After evaporating pyridine and piperidine the reaction mixture was poured in a dilute aqueous hydrogen chloride solution and extracted with methylene chloride. After washing the methylene chloride layer with water the solvent was distilled off and methanol was added to the residue. After cooling, crystals which formed were collected by filtration to give 3.7 g of 2-nitro-5-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-cinnamic acid, m.p. 197°-202° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04415572
Source datasetuspto-grants-1983_11
ORD IDord-582ee681d2e746ebbb96c318c37f36d6
Source noteuspto-grants-1983_11