HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-2,6-dimethylquinoline → 4-Cyano-2,6-dimethylquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-2,6-dimethylquinoline | HCID 14991360 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Cyano-2,6-dimethylquinoline | HCID 14991367 | 55.5% |
Reaction Steps
First, 4-bromo-2,6-dimethylquinoline (5.0 g) and CuCN (4.82 g) were added to DMF (70 ml) and were allowed to react for 6 hours at a temperature of 140° C. Ice was poured to the reaction solution and the produced precipitate was removed through filtering. The filtrate was extracted using ethyl acetate, the solvent was removed under reduced pressure, and the residue was purified through column chromatography (silica gel, hexane/ethyl acetate=4/1) to obtain 4-cyano-2,6-dimethylquinoline (2.14 g) represented by the following chemical formula (47).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06730418B2 |
| Source dataset | uspto-grants-2004_05 |
| ORD ID | ord-ace30e94cb794f45b8109612a8052ec2 |
| Source note | uspto-grants-2004_05 |