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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 6286Generated: October 25, 2026

Sodium Sulfide → Bis(2,6-dichlorobenzyl) sulfide

https://huagongshe.com/reaction/6286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium SulfideHCID 14804—
Reactant2,6-Dichlorobenzyl chlorideHCID 74832—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
ProductBis(2,6-dichlorobenzyl) sulfideHCID 2040472080.4%

Reaction Steps

A mixture of 98.8 g (0.411 mol) of sodium sulfide, 5.0 g of tetrabutylammonium hydrogen sulfate and 110 ml of water are stirred in a reaction vessel equipped with a stirrer, thermometer and heatable dropping funnel, until a solution is obtained. 107.2 g of melted 2,6-dichlorobenzyl chloride are added with vigorous stirring over a period of 25 minutes at such a rate that the inside temperature does not exceed 55° C. The reaction mixture is worked up as in Example 9a) to give 77.6 g (80% of theory) of bis(2,6-dichlorobenzyl) sulfide in the form of white crystals of melting point 128°-130° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05247113
Source datasetuspto-grants-1993_09
ORD IDord-36a943ae44634d7499c53401c1d522ef
Source noteuspto-grants-1993_09