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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 466369Generated: October 25, 2026

Nitroxyl → N-[4-[2-(dibutylamino)-1-hydroxyethyl]phenyl]methanesulfonamide

https://huagongshe.com/reaction/466369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitroxylHCID 945—
ReactantN-[4-[2-(Dibutylamino)-1-oxoethyl]phenyl]methanesulfonamideHCID 19873466—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductN-[4-[2-(dibutylamino)-1-hydroxyethyl]phenyl]methanesulfonamideHCID 19873459—

Reaction Steps

A mixture of 0.46 g (1.35 mmol) of the ketoamine free base, N-[4-[2-(Dibutylamino)-1-oxoethyl]phenyl]methanesulfonamide, 0.15 g of 10% palladium on carbon catalyst and 150 ml of absolute EtOH is placed on a Parr hydrogenator and shaken under an hydrogen atmosphere for 18.5 hrs. The catalyst is removed by filtration and the filtrate is concentrated in vacuo. The residue is chromatographed on a 100 ml silica gel column (elution with 3% MeOH:CH2Cl2 containing 0.3% NH4OH) and fractions are collected. The title compound is recrystallized from Et2O:pet. ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05155268
Source datasetuspto-grants-1992_10
ORD IDord-515880a395ab4aaf96785221c93ee8f6
Source noteuspto-grants-1992_10