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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1700496Generated: November 2, 2026

Tetrahydrofuran → HCID 11065756, compound

https://huagongshe.com/reaction/1700496

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantBut-2-yn-1-amine hydrochlorideHCID 12599999—
Reactant5-(5-Chloro-2-thienyl)cyclohexane-1,3-dioneHCID 18317518—
SolventTriethylamineHCID 8471—
ProductHCID 11065756HCID 1106575630%

Reaction Steps

To a mixture of 5-(5-chloro-2-thienyl)cyclohexane-1,3-dione (2.2 g), 1-amino-2-butyne hydrochloride (1.0 g) and tetrahydrofuran (40 ml) was added triethylamine (0.96 g), and the mixture was stirred at room temperature for 1 hour, refluxed for 12 hours and cooled. Insoluble materials were filtered off, and under reduced pressure, the solvent was evaporated. The residue was stirred at 250° C. for 3.5 hours, cooled and purified with silica gel column chromatography (EtOAc/hexane) to give oil of 7-(5-chloro-2-thienyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (0.79 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06350749B1
Source datasetuspto-grants-2002_02
ORD IDord-026c4710ed174dfbbde5c1f8d53820ad
Source noteuspto-grants-2002_02