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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853014Generated: October 29, 2026

Sodium ethanethiolate → HCID 58615381, compound

https://huagongshe.com/reaction/853014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ethanethiolateHCID 4459711—
Reactant6-Bromo-4-chloroquinolineHCID 5139537—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58615381HCID 5861538189.6%

Reaction Steps

To a solution of 6-bromo-4-chloro-quinoline (1.5 g, 6.18 mmol) in DMF (60 mL) was added sodium thioethoxide (624 mg, 7.42 mmol) at 0° C. After addition, it was turned to a dark green solution which then turned to a yellow cloudy solution after 15 h at room temperature. Then, the mixture was diluted with water and extracted with ethyl acetate (3×50 mL). The combined extracts were washed with brine solution and dried over anhydrous magnesium sulfate. After filtration of the drying agent, the filtrate was removed under the vacuum and the residue was purified by using a Biotage silica gel column chromatography to afford 1.48 g (89.6% yield) of 6-bromo-4-ethylsulfanyl-quinoline as an yellow solid: EI-HRMS m/e calcd for C11H10BrNS (M+) 266.9717, found 266.9715.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253285B2
Source datasetuspto-grants-2007_08
ORD IDord-e57c0c3d800645768b3099c9b90633b7
Source noteuspto-grants-2007_08