HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-{[2-(acetylamino)ethyl]amino}-N,N-diethyl-3-nitrobenzamide → 4-{[2-(acetylamino)ethyl]amino}-3-amino-N,N-diethylbenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-{[2-(acetylamino)ethyl]amino}-N,N-diethyl-3-nitrobenzamide | HCID 22181314 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-{[2-(acetylamino)ethyl]amino}-3-amino-N,N-diethylbenzamide | HCID 22181396 | 120.6% |
Reaction Steps
Following general procedure 2C: A mixture of 4-{[2-(acetylamino)ethyl]amino}-N,N-diethyl-3-nitrobenzamide (0.150 g, 0.465 mmol) and 10% Pd/C in EtOAc (15 mL) was hydrogenated overnight at 40 psi. Usual work-up provided the title compound (0.164 g, 100%) which was used without further purification. 1H-NMR (CDCl3): δ 6.83 (dd, J=8.0 Hz, J=2.0 Hz, 1H), 6.76 (d, J=2.0 Hz, 1H), 6.53 (d, J=8.4 Hz, 1H), 6.26 (br t, 1H), 3.53 (q, J=5.6 Hz, 2H), 3.43 (br s, 4H), 3.23 (t, J=5.6 Hz, 2H), 1.99 (s, 3H), 1.17 (t, J=6.4 Hz, 6H). MS (ESI) (M+H)+=293.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030139B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-be0dd0f827f14d5a80ba33411e975900 |
| Source note | uspto-grants-2006_04 |