HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Methoxy-8-nitroquinoline → 6-Methoxy-8-quinolinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Methoxy-8-nitroquinoline | HCID 6822 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-Methoxy-8-quinolinamine | HCID 7023 | 102.5% |
Reaction Steps
Raney Nickel (60 mg, 20% wt) was added portionwise to a solution of 6-methoxy-8-nitroquinoline (300 mg, 1.40 mmol) in MeOH (10 ml), under argon. Hydrazine hydrate (270 μl, 5.6 mmol) was added and the reaction stirred at room temperature for 1 h. The mixture was filtered through celite and washed with MeOH. The filtrate was concentrated in vacuo, re-dissolved in DCM and washed with water. The organic phase was dried (Na2SO4) and concentrated in vacuo to give the title compound (250 mg, 100%) which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-52814854c9b440a993e11feb1980c3c5 |
| Source note | uspto-grants-2015_08 |