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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594994Generated: October 26, 2026

1-Naphthaleneacetonitrile → 1-Naphthylmalononitrile

https://huagongshe.com/reaction/1594994

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-NaphthaleneacetonitrileHCID 8596—
ReactantSodium HydroxideHCID 14798—
Reactant2-Chlorobenzyl ThiocyanateHCID 286723—
ReactantLithium diisopropylamideHCID 2724682—
SolventBenzeneHCID 241—
Product1-NaphthylmalononitrileHCID 10910363—

Reaction Steps

With stirring and cooling, 0.3 mol of 1-naphthylaceto-nitrile and then, dropwise, 0.6 mol of 2-chlorobenzyl thiocyanate are added to a solution of 0.65 mol of lithium diisopropylamide in benzene. After one hour, the reaction mixture is introduced into 1 l of 0.3 molar NaOH, and the mixture is allowed to stand for a while and then the two phases which are formed are separated. The aqueous solution is neutralized by adding hydrochloric acid and allowed to stand overnight. The precipitated product is filtered off with suction, dried and purified by recrystallization from ethanol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06284889B1
Source datasetuspto-grants-2001_09
ORD IDord-2077ac4c27f64b2e8445d3db60f6cb2d
Source noteuspto-grants-2001_09