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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657534Generated: October 26, 2026

Hydrochloric Acid → 2-Chloro-3-(2,6-dibromophenyl)propanenitrile

https://huagongshe.com/reaction/657534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcrylonitrileHCID 7855—
ReactantTert-Butyl nitriteHCID 10906—
Reactant2,6-DibromoanilineHCID 69098—
SolventAcetonitrileHCID 6342—
Product2-Chloro-3-(2,6-dibromophenyl)propanenitrileHCID 68533042—

Reaction Steps

To 62.4 g (464 mmol/1.2 eq.) of cupric chloride, 76 mL (580 mmol/1.5 eq.) of tert-butyl nitrite and 483 mL (7.34 moles/19 eq.) of acrylonitrile in 475 mL of acetonitrile, at ambient temperature, there is poured, dropwise, over 1 hour, 100 g (386 mmol) of 2,6-dibromoaniline dissolved in 380 mL of acetonitrile. Stirring is carried out for a further 1 hour at ambient temperature, and then the reaction mixture is poured into 1 liter of 20% aqueous hydrochloric acid solution. The aqueous phase is extracted with toluene and the combined toluene phases are washed with aqueous saturated sodium chloride solution. After concentration, the desired product is obtained and used as such in the following Step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076325B2
Source datasetuspto-grants-2011_12
ORD IDord-cb47db6c63c84518ab55de1138953d43
Source noteuspto-grants-2011_12