Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1276093Generated: October 25, 2026

4-Toluenesulfonyl chloride → 4,7-Bis(p-tolylsulphonyl)-1,4,7-triazacyclononane

https://huagongshe.com/reaction/1276093

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantPotassium CarbonateHCID 11430—
Reactant1,3-DiiodopropaneHCID 12314—
Reactant1,4,7-TriazacyclononaneHCID 188318—
Reactant4,7-Bis(p-tolylsulphonyl)-1,4,7-triazacyclononaneHCID 10906262—
SolventAcetonitrileHCID 6342—
Product4,7-Bis(p-tolylsulphonyl)-1,4,7-triazacyclononaneHCID 10906262—
ProductHCID 17939386HCID 17939386—

Reaction Steps

N,N'-bis(p-toluenesulfonyl)-1,4,7-triazacyclononane (1.1.20) was prepared by reacting (1.1.3) with two equivalents of p-toluenesulfonyl chloride. Two equivalents of N,N'-bis(p-toluenesulfonyl)-1,4,7-triazacyclononane (1.1.20) hydrobromide were reacted with one equivalent of 1,3-diiodopropane in acetonitrile with excess potassium carbonate. 1,3-Bis[N,N'-bis(p-toluenesulfonyl)-1,4,7-triazacyclononane propane (1.1.21) was isolated and purified by chromatography. The p-toluenesulfonyl groups were removed using sulfuric acid and HBr to yield the title compound (1.1.19). ##STR8##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06165996
Source datasetuspto-grants-2000_12
ORD IDord-9274eef04efe4c759b87c30ea4594f30
Source noteuspto-grants-2000_12