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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 543657Generated: November 1, 2026

Hydrochloric Acid → 2-[(4-Bromophenyl)thio]-N,N-dimethylethanamine

https://huagongshe.com/reaction/543657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Chloro-N,N-dimethylethylamineHCID 7901—
ReactantSodium HydroxideHCID 14798—
Reactant4-BromothiophenolHCID 66049—
SolventEthanolHCID 702—
Product2-[(4-Bromophenyl)thio]-N,N-dimethylethanamineHCID 2483807686%

Reaction Steps

A solution of 23.5 g of chloroethyldimethylamine.HCl in 75 ml of ethanol was added to 160 ml of sodium hydroxide solution formed by dissolving 20 g of sodium hydroxide pastilles in 500 ml of ethanol. A solution of 30 g of 4-bromothiophenol in 100 ml of ethanol was added to 160 ml of the said sodium hydroxide solution and the first solution was added thereto over 2 minutes at 20° C. The mixture was refluxed for 3 hours and was evaporated to dryness. Water was added to the residue and the mixture was extracted with methylene chloride. The organic phase was washed with aqueous 0.1 N sodium hydroxide solution, then with water, dried and evaporated to dryness. The residue was distilled to obtain 35.5 g of 4-(N,N-dimethylaminoethylthio)-bromobenzene boiling at 110° C. at 0.1 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04447424
Source datasetuspto-grants-1984_05
ORD IDord-90e9ceabe8734a3fbcc74f764d7963a6
Source noteuspto-grants-1984_05