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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479881Generated: November 4, 2026

1,3,5-Trichlorobenzene → 3,5-Dichlorophenyl methyl sulfide

https://huagongshe.com/reaction/479881

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3,5-TrichlorobenzeneHCID 7950—
ReactantSodium methanethiolateHCID 4378561—
CatalystTetrabutylphosphonium bromideHCID 76564—
Product3,5-Dichlorophenyl methyl sulfideHCID 129278—

Reaction Steps

A 4-necked, 1-liter flask equipped with a stirrer, a thermometer and a condenser tube was charged with 181.5 g (1.00 mole) of 1,3,5-trichlorobenzene and 67.9 g (0.10 mole) of an aqueous solution of 50 wt % tetra-n-butylphosphonium bromide. 233.6 g (1.00 mole) of an aqueous solution of 30 wt % sodium thiomethoxide was added dropwise at 80° C. over a period of 6 hours. After addition, the mixture was reacted at the same temperature for 10 hours. After completion of reaction, 191.9 g of a crude 1-methylthio-3,5-dichlorobenzene was obtained by separation procedure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06646165B2
Source datasetuspto-grants-2003_11
ORD IDord-8c9ca190fcfe46279a6e2efe0852a56f
Source noteuspto-grants-2003_11