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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1627Erstellt: 23. Oktober 2026

Sodium Chloride → 4-[(5-Nitro-thien-2-yl)ethynyl]benzonitrile

https://huagongshe.com/de/reaction/1627

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ChlorideHCID 5234—
EduktTriethylamineHCID 8471—
Edukt2-Bromo-5-nitrothiopheneHCID 83222—
Edukt4-EthynylbenzonitrileHCID 4547245—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-[(5-Nitro-thien-2-yl)ethynyl]benzonitrileHCID 19691953—

Reaktionsschritte

To a solution of 4-ethynylbenzonitrile (0.5 g), 2-bromo-5-nitrothiophene (0.9 g) and bis(triphenylphosphine)palladium dichloride (83 mg) in anhydrous dimethylformamide (4 ml) was added triethylamine (2.2 ml). The reaction mixture was stirred at room temperature for 3 days then ethyl acetate (200 ml) and saturated sodium chloride (200 ml) were added. The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to dryness. The crude solid was triturated with 1:1 dichloromethane/hexane followed by diethyl ether to give 4-[(5-nitro-2-thienyl)ethynyl]benzonitrile as a yellow solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05726195
Quelldatensatzuspto-grants-1998_03
ORD IDord-f537d62089cd4cba9bc833054c2f705b
Quellennotizuspto-grants-1998_03