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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1070408Generated: November 1, 2026

Ethyl Acetate → 4-Amino-[1,1'-biphenyl]-3-carbonitrile

https://huagongshe.com/reaction/1070408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant2-Amino-5-bromobenzonitrileHCID 429740—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product4-Amino-[1,1'-biphenyl]-3-carbonitrileHCID 985572273.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-amino-5-bromo-benzonitrile (4.0 g, 0.0203 mole) in 55 mL of dioxane was treated with sodium carbonate (7.1 g) in 55 mL of water, phenyl boronic acid (2.72 g, 0.0223 mole), and tetrakistriphenylphosphine palladium (0) (0.235 g). the mixture was heated to 100° C. with stirring under an atmosphere of argon for 3 h., cooled to room temperature, poured into ethyl acetate, washed with 1M HCl, then brine, dried, evaporated and purified by chromatography to give 2.91 g of 4-amino-biphenyl-3-carbonitrile as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06903086B2
Source datasetuspto-grants-2005_06
ORD IDord-46f4fee76a334fdbb4ed966566166e00
Source noteuspto-grants-2005_06