Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2,6-Dichloronicotinic acid | HCID 854047 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Product | 2-Amino-6-chloronicotinic acid | HCID 12263992 | 72% |
Reaction Steps
To liquid ammonia (approximately 20 mL) was added 2,6-dichloro-nicotinic acid (0.38 g, 2 mmol) and copper(I) iodide (720 mg, 3.8 mmol) at −78° C. in a sealed tube, and the solution was heated for 25 hours (the temperature of the oil bath was 115° C.). The temperature of the oil bath was raised to 125° C., which was further heated for 14 hours 30 minutes. The reaction mixture was allowed to room temperature, and ammonia was evaporated. Methanol was added, insoluble matter was removed by filtration, and the filtrate was concentrated to obtain the title compound (0.25 g, 1.45 mmol, 72%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07932272B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
|---|
| ORD ID | ord-786036a2008a42949543a182bc7ab091 |
|---|
| Source note | uspto-grants-2011_04 |
|---|