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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 49957Erstellt: 24. Oktober 2026

Phenyl Isothiocyanate → 2-Phenylthio-2-(3-phenyl-1,3-thiazolidine-2-yliden)acetonitrile

https://huagongshe.com/de/reaction/49957

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPhenyl IsothiocyanateHCID 7673—
Edukt1,2-DibromoethaneHCID 7839—
EduktSodium hydrideHCID 24758—
Edukt(Phenylthio)acetonitrileHCID 78891—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-Phenylthio-2-(3-phenyl-1,3-thiazolidine-2-yliden)acetonitrileHCID 407975760,1%

Reaktionsschritte

18.9 g (140 mmols) of phenylisothiocyanate and 20.9 g (140 mmols) of phenylthioacetonitrile dissolved in 50 ml of dimethylformamlde were added dropwise with stirring at room temperature to a suspension of 11.5 g of sodium hydride (60% oil, 287 mmols) in 200 ml of dimethylformamide. The mixture was stirred for 1 hour, and 28.9 g (154 mmols) of 1,2-dibromoethane was added dropwise at room temperature. Then the mixture was stirred for 3 hours. To the reaction mixture were added 300 ml of water and 100 ml of ether, followed by stirring. The precipitated crystals were collected by filtration, giving 26.1 g of the title compound as colorless crystals (yield 60%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06710062B1
Quelldatensatzuspto-grants-2004_03
ORD IDord-a0543d76a26743c0a2a888f907e6d41f
Quellennotizuspto-grants-2004_03