HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 2-Pyridinecarboxylic acid, 3-(bromomethyl)-6-chloro-, methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Methyl 6-chloro-3-methylpyridine-2-carboxylate | HCID 45489870 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 2-Pyridinecarboxylic acid, 3-(bromomethyl)-6-chloro-, methyl ester | HCID 58216631 | — |
Reaction Steps
Methyl 6-chloro-3-methylpyridine-2-carboxylate (3.46 g, 18.6 mmol), NBS (3.32 g, 18.6 mmol) and AIBN (61 mg, 0.37 mmol) were stirred in refluxing CCl4 (40 mL) for 6 hours. The mixture was then cooled to room temperature and purified directly by silica gel chromatography (2-20% EtOAc/hexanes) to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344144B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-02b2e190108246de90eb1079c090545b |
| Source note | uspto-grants-2013_01 |