HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 2-Chloro-6-methoxyquinolin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2,4-Dichloro-6-methoxyquinoline | HCID 948356 | — |
| Product | 2-Chloro-6-methoxyquinolin-4-amine | HCID 86689939 | 55% |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
A suspension of 2,4-dichloro-6-methoxyquinoline (5.00 g, 22.0 mmol) in NH3 (g)/MeOH (saturated, 40 mL) was heated to 150° C. for 16 hours in a sealed tube. The solvent was removed in vacuo and the residue was diluted with MeOH (20 mL). The mixture was filtered off and the filtrate was concentrated to give the crude product, which was purified by column chromatography on silica gel (PE/EtOAc=2/1) to give 2-chloro-6-methoxyquinolin-4-amine (7.50 g, yield: 55%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09433618B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-9b723bb6dfc8471bbc4b72b02a480646 |
| Source note | uspto-grants-2016_09 |