HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2-Chloro-N-(4-methoxyphenyl)-3-pyridinecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | P-Anisidine | HCID 7732 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Chloro-3-(chloromethyl)pyridine hydrochloride | HCID 22641454 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-Chloro-N-(4-methoxyphenyl)-3-pyridinecarboxamide | HCID 840301 | 60% |
Reaction Steps
2-Chloronicotinyl chloride hydrochloride (2.94 g, 16.5 mmol) was added in portions to a solution of pyridine (4.0 mL) and 4-anisidine (2.0 g, 16.2 mmol) in chloroform. After 0.5 h, the mixture was poured into EtOAc and 1 N NaOH. The organic layer was washed with 1 N NaOH (1×), water (1×), dried over potassium carbonate, and concentrated. The residue was purified by recrystallization (EtOAc:hexanes) yielding 2.56 g (60%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06780878B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-6cd5ede8cb46433b89ea7d71959ddbfe |
| Source note | uspto-grants-2004_08 |