HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Ethyl 2-amino-6-chloropyridine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Amino-6-chloropyridine-4-carboxylic acid | HCID 236986 | — |
| Product | Ethyl 2-amino-6-chloropyridine-4-carboxylate | HCID 269587 | 88% |
Reaction Steps
2-Amino-6-chloroisonicotinic acid (500 mg, 2.90 mmol) was dissolved in ethanol (29.0 mL), and the solution was stirred under heat and reflux for 3 hours after adding thionyl chloride (1.06 mL, 14.5 mmol). The solvent was then evaporated under reduced pressure. The residue was extracted with chloroform after adding a sodium hydrogen carbonate aqueous solution. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give ethyl 2-amino-6-chloroisonicotinate (510 mg, yield 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000186B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-b7dfe67725cc407ab9cbcb9e4dc29368 |
| Source note | uspto-grants-2015_04 |