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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900749Generated: October 25, 2026

Sodium Hydroxide → 2-[2-(Dimethylamino)ethylthiomethyl]-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one

https://huagongshe.com/reaction/1900749

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantCaptamineHCID 25799—
Reactant2-Bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-oneHCID 23369645—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-[2-(Dimethylamino)ethylthiomethyl]-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-oneHCID 2336967391.1%

Reaction Steps

To a suspension of 2-bromomethyl-5-methyl-2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one (1. 765 g) in dimethylformamide (60 ml), hydrochloric acid salt of 2 (dimethylamino)ethylmercaptan (4.25 g) and caustic soda (2.40 g) in water (20 ml) were added and stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure. The residue was combined with water, and extracted with chloroform. The extract was washed with NaCl solution twice and dried and condensed. The residue was crystallized from chloroform--n-hexane to obtain 1.741 g of the title compound as white powder (mp.: 163°-165° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-9c5b9c9f1a514ec1a9a9042f54391201
Source noteuspto-grants-1996_11