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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900751Generated: October 26, 2026

(2-Thienylmethyl)amine → 5-Methyl-2-[1-(2-thienylmethylamino)methyl]-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one

https://huagongshe.com/reaction/1900751

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Thienylmethyl)amineHCID 34005—
Reactant2-Bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-oneHCID 23369645—
Product5-Methyl-2-[1-(2-thienylmethylamino)methyl]-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-oneHCID 2336956483.1%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (2.942 g) and 2-aminomethylthiophene (4.528 g) was stirred in a hot bath at 150° C. in the stream of argon gas for 4 hours. The solvent was distilled off under reduced pressure. Chloroform was added to the residue, and washed with sodium bicarbonate water, and water in this order. After dried, the residue was crystallized from ethanol to obtain 2.712 g of a free base of the title compound as pale yellow prisms (mp.: 163°-165° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-d420fefcee6c46ea91a4cc7be8b1494d
Source noteuspto-grants-1996_11