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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 3024Generated: October 26, 2026

Toluene → N,N'-diphenyl-N,N'-bis[3-(2-ethoxycarbonylethyl)phenyl]-[1,1'-biphenyl]-4,4'-diamine

https://huagongshe.com/reaction/3024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
ReactantTridecaneHCID 12388—
ReactantN,N'-DiphenylbenzidineHCID 68280—
ReactantEthyl 3-iododihydrocinnamateHCID 10913723—
CatalystCopper sulfate pentahydrateHCID 24463—
ProductN,N'-diphenyl-N,N'-bis[3-(2-ethoxycarbonylethyl)phenyl]-[1,1'-biphenyl]-4,4'-diamineHCID 11125317—

Reaction Conditions

Temperature230 °C

Reaction Steps

In a 100 ml-volume flask, 10.77 g of N,N'-diphenylbenzidine, 23.0 g of ethyl 3-iododihydrocinnamate, 11.61 g of potassium carbonate, 1.0 g of copper sulfate pentahydrate and 20 ml of n-tridecane were placed, and the mixture was reacted under heating at 230° C. for one hour in a nitrogen stream. After the reaction, the system was cooled to room temperature, the reaction mixture was dissolved in 50 ml of toluene, insoluble matters were filtered and the filtrate was purified by silica gel column chromatography using toluene to obtain 19.6 g of N,N'-diphenyl-N,N'-bis[3-(2-ethoxycarbonylethyl)phenyl]-[1,1'-biphenyl]-4,4'-diamine as an oily substance. The IR spectrum of the product is shown in FIG. 2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05731118
Source datasetuspto-grants-1998_03
ORD IDord-70576781abfa4a2db8a2ad21736fa5f6
Source noteuspto-grants-1998_03