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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512508Generated: October 27, 2026

Azobisisobutyronitrile → 6-(1-Bromoethyl)pyridine-3-carbonitrile

https://huagongshe.com/reaction/512508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant6-Ethylpyridine-3-carbonitrileHCID 18177676—
SolventChloroformHCID 6212—
Product6-(1-Bromoethyl)pyridine-3-carbonitrileHCID 86711546—

Reaction Steps

A solution of 6-ethyl-nicotinonitrile (synthesis described in WO2008/71404, 1000 mg, 7.57 mmol), N-bromosuccinimide (1632 mg, 9.08 mmol) and 2,2′-azo-bis(isobutyronitrile) (62 mg, 0.38 mmol) in chloroform (12 mL) is heated at reflux for 7 min. After cooling to room temperature, the reaction mixture is filtered and the volatiles are removed under reduced pressure (260 mbar, 55° C.) to yield the product which was used without further purification. Yield: 1597 mg (quant.); ESI mass spectrum: [M+H]+=211 (Br pattern); Retention time HPLC: 0.92 min (Z018_S04).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102624B2
Source datasetuspto-grants-2015_08
ORD IDord-7a52b46d21284c2da15510313b90356c
Source noteuspto-grants-2015_08