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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49481Generated: October 28, 2026

4-Chlorobenzenesulfonyl chloride → Allyl-{4-[1-(4-chloro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinolin-6-yloxy]-but-2-enyl}-methyl-amine

https://huagongshe.com/reaction/49481

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobenzenesulfonyl chlorideHCID 7398—
ReactantDiisopropylethylamineHCID 81531—
ReactantAllyl-methyl-[4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-but-2-enyl]-amineHCID 69514787—
CatalystDichloromethaneHCID 6344—
ProductAllyl-{4-[1-(4-chloro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinolin-6-yloxy]-but-2-enyl}-methyl-amineHCID 6951487078.3%

Reaction Steps

To 54 mg (0.2 mmol) Allyl-methyl-[4-(1,2,3,4-tetrahydro-quinolin-6-yloxy)-but-2-enyl]-amine in 2 ml CH2Cl2 3 drops of Huenig's base and 527 mg (0.25 mmol) 4-chlorobenzene sulfonylchloride were added. The solution was stirred at RT for 2 h, concentrated and purified by column chromatography on silica gel with CH2Cl2/MeOH 19:1 to yield 70 mg (78%) Allyl-{4-[1-(4-chloro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinolin-6-yloxy]-but-2-enyl}-methyl-amine as yellow oil, MS: 447 (MH+, 1Cl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706751B2
Source datasetuspto-grants-2004_03
ORD IDord-ceb076853049454ab52bc498979c69a2
Source noteuspto-grants-2004_03