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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479117Generated: November 2, 2026

Water → [1,1'-Biphenyl]-4-amine, 3-nitro-

https://huagongshe.com/reaction/1479117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
Reactant4-Bromo-2-nitroanilineHCID 70132—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product[1,1'-Biphenyl]-4-amine, 3-nitro-HCID 7770573%

Reaction Steps

A suspension of 2-nitro-4-bromoaniline (5 g, 23 mmol) in toluene was admixed with 2.8 g (23 mmol) of phenylboronic acid, 9.5 g (0.069 mol) of potassium carbonate and 1.3 g of tetrakis(triphenylphosphine)palladium. The mixture was heated to reflux for 4 hours and the reaction was stopped by adding 100 ml of water. The mixture was extracted with ethyl acetate and dried over sodium sulphate, and the solvent was removed under reduced pressure. Purification by column chromatography gave 3.6 g (73% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09406848B2
Source datasetuspto-grants-2016_08
ORD IDord-accbd3f9f0f1466ba57271101d51958b
Source noteuspto-grants-2016_08