Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1651691Generated: October 27, 2026

Cyanogen Bromide → 4,5-Dichloro-2-(3,4-dichlorophenyl)pyrrole-1,3-dicarbonitrile

https://huagongshe.com/reaction/1651691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyanogen BromideHCID 10476—
Reactant4,5-dichloro-2-(3,4-dichlorophenyl)-1H-pyrrole-3-carbonitrileHCID 183555—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product4,5-Dichloro-2-(3,4-dichlorophenyl)pyrrole-1,3-dicarbonitrileHCID 1501015664.7%

Reaction Steps

Potassium t-butoxide (617 mg, 55 mmol) is added in portions to a solution of 3-cyano-4,5-dichloro-2-(3,4-dichlorophenyl)pyrrole (1.52 g, 5 mmol) in anhydrous THF (20 mL). After 30 minutes, a solution of cyanogen bromide (583 mg, 5.5 mmol) in THF (1 mL) is added. The reaction mixture is stored at room temperature overnight. The solvent is removed in a rotary evaporator. The residue is treated with water and extracted with ethyl acetate. The organic layer is washed with water and saturated sodium chloride and dried (MgSO4). Evaporation and crystallization of the residue from ethyl acetate gives while crystals (1.07 g); mp 250.5°-252.0° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04929634
Source datasetuspto-grants-1990_05
ORD IDord-c4eb45677bcc466f9b5786109ecfbfb7
Source noteuspto-grants-1990_05