HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 6-(1-Bromoethyl)pyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 6-Ethylpyridine-3-carbonitrile | HCID 18177676 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 6-(1-Bromoethyl)pyridine-3-carbonitrile | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102624B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-7a52b46d21284c2da15510313b90356c |
| Source note | uspto-grants-2015_08 |