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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090241Generated: November 1, 2026

Thionyl Chloride → N'-[3-(4-Amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]-N,N-dimethylethane-1,2-diamine

https://huagongshe.com/reaction/2090241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant3-(4-Amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propan-1-olHCID 68432244—
SolventDichloromethaneHCID 6344—
ProductN'-[3-(4-Amino-2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]-N,N-dimethylethane-1,2-diamineHCID 68432302—

Reaction Steps

A mixture of the product from step (v) (0.96 g) and thionyl chloride (10 mL) in DCM (20 mL) was heated under reflux for 6 h then evaporated under reduced pressure. The residue was dissolved in acetonitrile (20 mL) then N,N-dimethylethylenediamine (10 mL) added and the mixture heated under reflux for 24 h. The solvent was removed under reduced pressure and the residue purified by RPHPLC, yield 0.512 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436178B2
Source datasetuspto-grants-2013_05
ORD IDord-a6b876a359624606a34ae2bc2d260994
Source noteuspto-grants-2013_05