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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1820864Generated: October 31, 2026

[2-(2-Chloro-4-nitrophenyl)ethyl]diethylamine → 3-Chloro-4-(2-diethylaminoethyl)phenylamine

https://huagongshe.com/reaction/1820864

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[2-(2-Chloro-4-nitrophenyl)ethyl]diethylamineHCID 68816908—
CatalystNickelHCID 935—
CatalystHCID 178418361HCID 178418361—
SolventTetrahydrofuranHCID 8028—
Product3-Chloro-4-(2-diethylaminoethyl)phenylamineHCID 59691617—

Reaction Steps

2.00 g (7.79 mmol) of [2-(2-chloro-4-nitrophenyl)ethyl]diethylamine (VI.1.c) is dissolved in 50 mL of THF and hydrogenated for 2.5 hours at ambient temperature at a pressure of 25 psi with hydrogen and 0.8 g of Raney nickel as catalyst. Then the catalyst is filtered off and the solvent is eliminated. Yield: 1.80 g (100% of theory); Rf value: 0.45 (Alox, petroleum ether/ethyl acetate=1:1); C12H19ClN2; EII mass spectrum: m/z=227/229 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605176B2
Source datasetuspto-grants-2009_10
ORD IDord-d59303dc29e2476ea578ff554c76d8b5
Source noteuspto-grants-2009_10