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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407493Generated: November 2, 2026

Hydrochloric Acid → N,N-Bis(2-chloroethyl)benzylamine hydrochloride

https://huagongshe.com/reaction/2407493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2,2'-((Phenylmethyl)imino)bisethanolHCID 7553—
ReactantThionyl ChlorideHCID 24386—
SolventNitromethaneHCID 6375—
ProductN,N-Bis(2-chloroethyl)benzylamine hydrochlorideHCID 2777881—

Reaction Steps

To a solution of bis(2-hydroxyethyl)benzylamine (19.5 g 0.1 mol) in nitromethane (150 mL) cooled with a water/ice bath is added thionyl chloride (60 mL). The mixture is stirred at room temperature for 2 h, then at 80° C. for 1 h 30. After cooling again with a water/ice bath, diisopropyl oxyde (350 mL) is added, causing the hydrochloride to precipitate. This is filtrated, rinsed with diisopropyl oxide and dried to give bis(2-chloroethyl)benzylamine hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809539B2
Source datasetuspto-grants-2014_08
ORD IDord-ba29e1e0b319435181be7a2af7b91a90
Source noteuspto-grants-2014_08