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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755512Generated: November 4, 2026

Toluene → HCID 90370296, compound

https://huagongshe.com/reaction/1755512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantDimethylformamideHCID 6228—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 13087228HCID 13087228—
SolventWaterHCID 962—
ProductHCID 90370296HCID 9037029667.8%

Reaction Steps

In a stream of nitrogen, a 100 mL three-necked flask was charged with 15.0 g (61.1 mmol) of N-phenyl-N-biphenylylamine. 100 mL of dimethylformamide and 10.8 g (61.1 mmol) of N-bromosuccinimide were added to the content, and the mixture was stirred at room temperature for 2 hours. To the thus-obtained reaction mixture, 10 mL of toluene and then 10 mL of pure water were added, and the reaction mixture was separated into an organic phase and an aqueous phase. The organic phase was washed with pure water and then with an aqueous saturated sodium chloride solution. The washed organic phase was dried over anhydrous magnesium sulfate, and then, the solvent was distilled off under reduced pressure. The thus-obtained solid was recrystallized from toluene to give 13.4 g (41.4 mmol) of N-(4-bromophenyl)-N-biphenylylamine as a grey powder (yield: 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09172045B2
Source datasetuspto-grants-2015_10
ORD IDord-bec8b85c4b334e38a8bd9669f0312db7
Source noteuspto-grants-2015_10