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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394181Generated: November 2, 2026

N,N,N'-trimethyl-N'-(4-nitrophenyl)-1,2-ethanediamine → N-(2-Dimethylaminoethyl)-N-methylbenzene-1,4-diamine

https://huagongshe.com/reaction/1394181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N,N'-trimethyl-N'-(4-nitrophenyl)-1,2-ethanediamineHCID 21873305—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductN-(2-Dimethylaminoethyl)-N-methylbenzene-1,4-diamineHCID 2187339567%

Reaction Steps

To a solution containing 1.23 g of product from step 1 (5.5 mmol) in 20 mL MeOH, was added 0.6 g of Pd (5 wt. % on activated carbon). The resulting suspension was stirred under H2 (50 psi) at room temperature for 3 hours. The reaction mixture was filtered through celite. The filtrate was concentrated in vacuo to yield the title compound as a colorless oil (0.71 g, 67%). MS (ES+) m/e 194 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348339B2
Source datasetuspto-grants-2008_03
ORD IDord-b00e55991f8e4913bd1971461ceaf661
Source noteuspto-grants-2008_03