HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-methyl-N1-(3-nitroquinolin-4-yl)propane-1,2-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methylpropylenediamine | HCID 13128 | — |
| Reactant | 4-Chloro-3-nitroquinoline | HCID 11275808 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-methyl-N1-(3-nitroquinolin-4-yl)propane-1,2-diamine | HCID 59026662 | 94.1% |
Reaction Steps
A stirred solution of 4-chloro-3-nitroquinoline (2.08 g, 10.0 mmol) in 20 mL of anhydrous CH2Cl2, under N2, was treated with triethylamine (2.79 mL, 20.0 mol) and 1,2-diamino-2-methylpropane (1.15 mL, 11.0 mmol). After stirring for 2 d, the reaction mixture was diluted with 100 mL of CHCl3 washed with H2O (3×50 mL) and brine (50 mL). The organic portion was dried over Na2SO4 and concentrated to give 2-methyl-N1-(3-nitroquinolin-4-yl)propane-1,2-diamine (2.45 g) as a bright yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07393859B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-501c97a2fb314f5080c1764c8e67e1a8 |
| Source note | uspto-grants-2008_07 |