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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 31954Generated: October 26, 2026

Aniline → N4,N4,N4'-Triphenyl-[1,1'-biphenyl]-4,4'-diamine

https://huagongshe.com/reaction/31954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
Reactant4-Bromo-4'-(diphenylamino)biphenylHCID 11315550—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
SolventTolueneHCID 1140—
ProductN4,N4,N4'-Triphenyl-[1,1'-biphenyl]-4,4'-diamineHCID 2201329577.6%

Reaction Steps

A 0.66 weight % toluene solution 100 μl of tri-t-butylphosphine was added to a toluene 100 ml solution of 4-bromo-4′-(N,N-diphenylamino)biphenyl 4.00 g, aniline 1.11 g, tris(benzylideneacetone)-dipalladium (0) 183 mg and t-butoxysodium 1.35 g, and the mixture was stirred at room temperature for 5 hours. After finishing the reaction, the mixture was filtered through celite, and the filtrate was extracted with toluene. This was concentrated under reduced pressure, and the resulting crude product was subjected to column refining to obtain 3.20 g of pale yellow powder of N,N,N′-triphenylbenzidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425654B2
Source datasetuspto-grants-2008_09
ORD IDord-e0f170690ca544d8bc6d4dc7f67f0364
Source noteuspto-grants-2008_09