HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → N-[2-(dimethylamino)ethyl]benzene-1,2-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | N-(2-(dimethylamino)ethyl)-2-nitrobenzenamine | HCID 430957 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-[2-(dimethylamino)ethyl]benzene-1,2-diamine | HCID 522698 | 94% |
Reaction Steps
A mixture of N,N-dimethyl-N′-(2-nitrophenyl)ethane-1,2-diamine (3.83 g, 18.3 mmol) and Raney-Nickel (0.5 g) in methanol is treated dropwise with hydrazine (5 mL), stirred at room temperature until reaction is complete by TLC, treated with Celite and MgSO4 and filtered. The filtercake is washed with methanol. The combined filtrate is concentrated in vacuo to give the title compound as a brown oil, 3.11 g (94% yield), identified by HPLC and mass spectral analyses.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544701B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-4c87b64c6dfa457bb35b2ed95ed1bf3b |
| Source note | uspto-grants-2009_06 |