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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698760Generated: October 26, 2026

Potassium Carbonate → N,N'-diphenyl-N-(3-tolyl)-1,4-phenylenediamine

https://huagongshe.com/reaction/1698760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-IodotolueneHCID 12268—
ReactantN,N-Diphenyl-p-phenylenediamineHCID 75371—
CatalystCopperHCID 23978—
SolventDecalinHCID 7044—
ProductN,N'-diphenyl-N-(3-tolyl)-1,4-phenylenediamineHCID 2197215248.6%

Reaction Steps

In a 200 ml reaction vessel 26 grams of N,N-diphenyl-1,4-phenylenediamine and 22 grams of 3-iodotoluene were heated together with 0.3 grams of activated copper powders, 50 grams of potassium carbonate and 50 ml of decalin at an oil bath temperature of 200° C. for 24 hours in an Ar atmosphere. After the completion of the reaction, the reaction solution was filtrated with the addition of 100 ml of toluene thereto, thereby removing insolubles. The filtrate was washed with water, and dried over sodium sulfate. Following this, the solvent was removed by distillation from the filtrate, and the residue was purified twice by means of a silica gel column (using a mixed solvent of n-hexane and toluene as a developing solvent), thereby obtaining 17 grams of N,N′-diphenyl-N-(3-tolyl)-1,4-phenylenediamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06344283B1
Source datasetuspto-grants-2002_02
ORD IDord-c8bc5ab073d7490fbfed251b2225bb8e
Source noteuspto-grants-2002_02