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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600410Generated: October 29, 2026

Benzonitrile, 4-chloro-3-nitro- → 3-Amino-4-chlorobenzonitrile

https://huagongshe.com/reaction/1600410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzonitrile, 4-chloro-3-nitro-HCID 13655—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphineHCID 24404—
ReactantTrisodium 3,3',3''-phosphinetriyltris(benzene-1-sulphonate)HCID 6099338—
CatalystPalladium ChlorideHCID 24290—
SolventWaterHCID 962—
SolventO-XyleneHCID 7237—
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).5.0 mmol of TPPTS (in the form of 9.2 g of an aqueous solution containing 0.546 mol of TPPTS/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-e5d7b1495f414d6689cfe3e2ff5eb883
Source noteuspto-grants-1998_04