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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751745Generated: October 26, 2026

Phenyl-1-naphthylamine → N-(4-Bromophenyl)-N-phenyl-1-naphthylamine

https://huagongshe.com/reaction/751745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl-1-naphthylamineHCID 7013—
ReactantN,N'-DimethylethylenediamineHCID 8070—
Reactant1-Bromo-4-iodobenzeneHCID 11522—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
CatalystCopperHCID 23978—
SolventO-XyleneHCID 7237—
ProductN-(4-Bromophenyl)-N-phenyl-1-naphthylamineHCID 1839852568.1%

Reaction Steps

Adding 17.6 g of N,N′-dimethylethylenediamine into a solution prepared by mixing 21.9 g of N-phenyl-1-naphthylamine, 28.2 g of 4-bromoiodobenzene, 14.4 g of t-butoxysodium, 3.81 g of copper powder and 100 milliliter of xylene, the resultant solution was refluxed with heating under ambient atmosphere of argon gas for 24 hours. After cooling the resultant solution down to a room temperature, the solution was filtered and insolubles were removed followed by concentrating the filtrate. Refining the residue by means of a silicagel column chromatography, 25.4 g of N-(4-bromophenyl)-N-phenyl-1-naphthylamine was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405326B2
Source datasetuspto-grants-2008_07
ORD IDord-e958a2bf58af427cb31fe487c6a93475
Source noteuspto-grants-2008_07