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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872768Generated: October 30, 2026

4-Bromo-3,5-dichloroaniline → 4-Amino-2,6-dichlorobenzonitrile

https://huagongshe.com/reaction/872768

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-3,5-dichloroanilineHCID 13749710—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product4-Amino-2,6-dichlorobenzonitrileHCID 59635989—

Reaction Steps

The title compound was prepared from the reaction of 4-bromo-3,5-dichloroaniline (6.88 g, 28.6 mmol) and Copper(I)cyanide (2.56 g, 28.6 mmol) in DMF (48 mL) under microwave irradiation at 190° C. for 1 h. After the completion of the reaction, the mixture was cooled to RT and quenched with 200 mL of 12% ammonia solution. The resultant mixture was stirred for 30 min at RT and the precipitate was filtered, washed with water and dried under vacuum. Yield 3.725 g. 1H NMR (400 MHz; d6-DMSO): δ 6.70 (s, 1H), 6.79 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975254B2
Source datasetuspto-grants-2015_03
ORD IDord-6485f9b0577847858166a497607fe179
Source noteuspto-grants-2015_03