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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1796454Generated: November 3, 2026

4-{[2-(acetylamino)ethyl]amino}-N,N-diethyl-3-nitrobenzamide → 4-{[2-(acetylamino)ethyl]amino}-3-amino-N,N-diethylbenzamide

https://huagongshe.com/reaction/1796454

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-{[2-(acetylamino)ethyl]amino}-N,N-diethyl-3-nitrobenzamideHCID 22181314—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product4-{[2-(acetylamino)ethyl]amino}-3-amino-N,N-diethylbenzamideHCID 22181396120.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07030139B2
Source datasetuspto-grants-2006_04
ORD IDord-be0dd0f827f14d5a80ba33411e975900
Source noteuspto-grants-2006_04