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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1451663Generated: October 27, 2026

Toluene → N,N-bis[3-(2-ethoxycarbonylethyl)phenyl]-3,4-xylidine

https://huagongshe.com/reaction/1451663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant3,4-DimethylanilineHCID 7248—
ReactantPotassium CarbonateHCID 11430—
ReactantTridecaneHCID 12388—
ReactantEthyl 3-iododihydrocinnamateHCID 10913723—
CatalystCopper sulfate pentahydrateHCID 24463—
ProductN,N-bis[3-(2-ethoxycarbonylethyl)phenyl]-3,4-xylidineHCID 18931917—

Reaction Conditions

Temperature230 °C

Reaction Steps

Into a 100-ml flask were introduced 0.6 g of 3,4-xylidine, 3.4 g of ethyl 3-iododihydrocinnamate, 1.9 g of potassium carbonate, 0.5 g of copper sulfate pentahydrate, and 5 ml of n-tridecane. The reactants were reacted with heating at 230° C. for 10 hours under an atmosphere of nitrogen. After the reaction, the reaction mixture was cooled to room temperature and then dissolved into 50 ml of toluene. Insolubles were filtered off, and the filtrate was purified by silica gel column chromatography using toluene. As a result, 2.0 g of N,N-bis[3-(2-ethoxycarbonylethyl)phenyl]-3,4-xylidine was obtained as an oily substance. An IR spectrum of this compound is shown in FIG. 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05604064
Source datasetuspto-grants-1997_02
ORD IDord-09bbcd5c59554638846360d41fa1a3d5
Source noteuspto-grants-1997_02