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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600411Generated: October 29, 2026

O-Xylene → 3-Amino-4-chlorobenzonitrile

https://huagongshe.com/reaction/1600411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
ReactantBenzonitrile, 4-chloro-3-nitro-HCID 13655—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphineHCID 24404—
CatalystPalladium ChlorideHCID 24290—
SolventWaterHCID 962—
Product3-Amino-4-chlorobenzonitrileHCID 104464—

Reaction Steps

A degassed solution of 40 mmol of 4-chloro-3-nitrobenzonitrile (starting material) and 40 ml of xylene are placed in an autoclave (volume: 200 ml).2.5 mmol of BINAS (in the form of 14.4 g of an aqueous solution containing 0.173 mol of BINAS/kg of solution) as phosphine and 2.4 g (60 mmol) of NaOH, 23.8 ml of H2O and 1.0 mmol of PdCl2 are added. The pH isfrom 10.5 to 11.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05744643
Source datasetuspto-grants-1998_04
ORD IDord-67e7033359344b8390da6510655e62d7
Source noteuspto-grants-1998_04