Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751747Generated: October 26, 2026

Aniline → N,N'-diphenyl-N-1-naphthylbenzidine

https://huagongshe.com/reaction/751747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantN-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amineHCID 16755312—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
Catalyst(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
SolventTolueneHCID 1140—
ProductN,N'-diphenyl-N-1-naphthylbenzidineHCID 2225384475.7%

Reaction Steps

Adding 0.66% by weight toluene solution in an amount of 100 microliter prepared by dissolving tri-t-butylphosphine into a mixed solution prepared by dissolving 4.50 g of 4-bromo-4′-(N-1-naphthyl-N-phenylamino)biphenyl, 1.11 g of aniline, 183 milligram of tris(dibenzylideneacetone)dipalladium(O) and 1.35 g of t-butoxysodium into toluene in an amount of 100 milliliter, the resultant solution was stirred at a room temperature for 5 hours. After the completion of the reaction, the solution was filtered with a use of celite and the filtrate was extracted with toluene. Concentrating the filtrate under a reduced pressure, the resultant crude product was refined by means of a column and as a result, 3.50 g of pale yellow powder was obtained

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405326B2
Source datasetuspto-grants-2008_07
ORD IDord-2762be378194415ea1133e43088929d1
Source noteuspto-grants-2008_07