Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10463Generated: October 29, 2026

Benzyl 2-[({[2-(diisopropylamino)ethyl]amino}carbonyl)amino]ethylcarbamate → N-(2-aminoethyl)-N'-[2-(diisopropylamino)ethyl]urea

https://huagongshe.com/reaction/10463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 2-[({[2-(diisopropylamino)ethyl]amino}carbonyl)amino]ethylcarbamateHCID 21978301—
CatalystPalladium hydroxideHCID 9942167—
SolventEthanolHCID 702—
ProductAmmoniaHCID 222—
ProductN-(2-aminoethyl)-N'-[2-(diisopropylamino)ethyl]ureaHCID 21978253216.3%

Reaction Steps

A solution of benzyl 2-[({[2-(diisopropylamino)ethyl]amino}carbonyl)amino]ethylcarbamate (Preparation 50) (6.25 g, 14.45 mmol) in ethanol (100 ml) was hydrogenated at room temperature over palladium (II) hydroxide (250 mg) for 4 hours at 414 KPa. The catalyst was removed by filtration through Arbocel (trade mark) and solvent evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane:methanol:concentrated aqueous ammonia (90:10:1, by volume) changing to dichloromethane:methanol:concentrated aqueous ammonia (90:10:2, by volume) to afford the title compound as a yellow oil (3.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094769B2
Source datasetuspto-grants-2006_08
ORD IDord-4a6dcdf464c440f5b2372f95897642bd
Source noteuspto-grants-2006_08