HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methyl-2-(4-nitrophenoxy)-N-[2-(4-nitrophenyl)ethyl]ethanamine → 1-(4-aminophenoxy)-2-[N-(4-aminophenethyl)-N-methylamino]ethane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methyl-2-(4-nitrophenoxy)-N-[2-(4-nitrophenyl)ethyl]ethanamine | HCID 14645090 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1-(4-aminophenoxy)-2-[N-(4-aminophenethyl)-N-methylamino]ethane | HCID 14645098 | 88.7% |
Reaction Steps
A solution of 1-(4-nitrophenoxy)-2-[N-methyl-N-(4-nitrophenethyl)amino]ethane (1.5 g) in ethanol (100 ml) was stirred for 16 hours at room temperature under three atmospheres of hydrogen in the presence of Raney nickel ("Nicat 102"--Trade Mark). The reaction mixture was filtered and evaporated to dryness. The residual oil was re-dissolved in ether, filtered and evaporated to give a yellow solid (1.1 g), which was crystallised from ethyl acetate/60°-80° petroleum ether to give the title compound, (0.9 g), m.p. 73°-74°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05079248 |
| Source dataset | uspto-grants-1992_01 |
| ORD ID | ord-f3f60de321b841bdb7a367d7f3ec6c75 |
| Source note | uspto-grants-1992_01 |