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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111609Generated: October 31, 2026

Sodium hydride → HCID 53700730, compound

https://huagongshe.com/reaction/2111609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Chlorobenzyl cyanideHCID 241582—
ReactantN,N-Bis(2-chloroethyl)benzylamine hydrochlorideHCID 2777881—
SolventDimethyl SulfoxideHCID 679—
SolventTetrahydrofuranHCID 8028—
ProductHCID 53700730HCID 5370073084.7%

Reaction Steps

To a suspension of 9.8 g of 60% sodium hydride in oil in 140 ml of THF and 60 ml of DMSO is added dropwise, at rt, a solution of 11.3 g of 4-chlorophenylacetonitrile and 20 g of benzyl[bis(2-chloroethyl)]amine hydrochloride in 140 ml of THF and 60 ml of DMSO, and the mixture is then heated at 70-80° C. for 2 hours. After cooling, the reaction mixture is poured onto ice and extracted with ether, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. The residue is chromatographed on silica gel, eluting with a heptane/EtOAc mixture (90/10; v/v). 19.6 g of the expected compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521449B2
Source datasetuspto-grants-2009_04
ORD IDord-cb74cddf5d634e1ca3d67c6eed2ac938
Source noteuspto-grants-2009_04