Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749606Generated: October 25, 2026

Sodium Chloride → 4-(Trifluoromethylthio)benzylidenemalononitrile

https://huagongshe.com/reaction/749606

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantMalononitrileHCID 8010—
Reactant4-[(Trifluoromethyl)sulfanyl]benzaldehydeHCID 2777846—
SolventEthanolHCID 702—
SolventBenzyltrimethylammonium hydroxideHCID 66854—
Product4-(Trifluoromethylthio)benzylidenemalononitrileHCID 2223497593.4%

Reaction Steps

First, 10.0 g of 4-(trifluoromethylthio)benzaldehyde and 2.92 g of malononitrile were dissolved in 50 ml of 70% (w/w) aqueous ethanol, to which a catalytic amount of benzyltrimethylammonium hydroxide was added, and the mixture was stirred at room temperature overnight. Then, a saturated aqueous sodium chloride solution was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was recrystallized with a solvent system consisting of t-butyl methyl ether and hexane to give 10.5 g of (4-(trifluoromethylthio)benzylidene)malononitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402691B2
Source datasetuspto-grants-2008_07
ORD IDord-87e2f05878ee4209af1c0bb1c5c4eacb
Source noteuspto-grants-2008_07