HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Methyl-1-((3-nitroquinolin-4-yl)amino)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Propanol, 1-amino-2-methyl- | HCID 95102 | — |
| Reactant | 4-Chloro-3-nitroquinoline | HCID 11275808 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Methyl-1-((3-nitroquinolin-4-yl)amino)propan-2-ol | HCID 13958342 | 97.1% |
Reaction Steps
Triethylamine (50.0 mL, 360 mmol) was added to a suspension of 4-chloro-3-nitroquinoline (50.0 g, 240 mmol) in DMF (200 mL), followed by dropwise addition of a solution of 1-amino-2-methyl-propan-2-ol (23.5 g, 264 mmol) in DMF (50 mL). The reaction mixture was stirred overnight at room temperature, then water (500 mL) was added and stirring was continued for 30 minutes. A solid was isolated by filtration, washed with water, and dried to yield 60.9 g of 2-methyl-1-[(3-nitroquinolin-4-yl)amino]propan-2-ol, which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07897767B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-63c0e38f516e4f8bb201170bbe9b3e12 |
| Source note | uspto-grants-2011_03 |