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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2382935Generated: October 27, 2026

1,3-Cyclohexadiene → 4-(Aminomethyl)-N-methylbenzene-1-sulfonamide

https://huagongshe.com/reaction/2382935

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-CyclohexadieneHCID 11605—
Reactant4-azidomethyl-N-methyl-benzenesulfonamideHCID 59667981—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Product4-(Aminomethyl)-N-methylbenzene-1-sulfonamideHCID 16460978—

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 4-azidomethyl-N-methyl-benzenesulfonamide (2.20 g, 10.0 mmol), cyclohexadiene (8.90 mL, 90.0 mmol) and palladium hydroxide (20% on carbon, 1.4 g, 2.0 mmol) in MeOH (20 mL) was warmed at 65° C. for 2 hours. The solution was cooled to room temperature and filtered through diatomaceous earth. The solvent was removed in vacuo to afford 4-aminomethyl-N-methyl-benzenesulfonamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263597B2
Source datasetuspto-grants-2012_09
ORD IDord-1cbcb44ce13b4734af822844787912fb
Source noteuspto-grants-2012_09