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HRID 1795270Erstellt: 25. Oktober 2026

1H-1,2,4-Triazole → 5-Chloro-2-(1H-1,2,4-triazol-1-YL)benzonitrile

https://huagongshe.com/reaction/1795270

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1H-1,2,4-TriazoleHCID 9257—
EduktCesium carbonateHCID 10796—
Edukt2,5-DichlorobenzonitrileHCID 89000—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Chloro-2-(1H-1,2,4-triazol-1-YL)benzonitrileHCID 21866296—

Reaktionsbedingungen

Temperatur85 °C

Reaktionsschritte

To a solution of 2,5-dichlorobenzonitrile (10 g, 58.1 mmol) in DMF (100 ml) was added cesium carbonate (22.7 g, 69.8 mmol) and 1,2,4-triazole (4.8 g, 69.8 mmol) and the reaction mixture was stirred at 65° C. for 5.5 h, at 75° C. for 16 h, at 85° C. for 7 h. More 1,2,4-triazole (5 g) was added and the reaction mixture was stirred at 85° C. for 18 h and at 100° C. for 4 h. After cooling to room temperature, the mixture was diluted with water and extracted with EtOAc 3 times. The combined organic layer was washed with aqueous LiCl, dried on sodium sulfate, concentrated in vacuo to give 5-chloro-2-[1,2,4]triazol-1-yl-benzonitrile as a white solid which was used in the next step without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07026324B2
Quelldatensatzuspto-grants-2006_04
ORD IDord-92edd476e68e4e1e9b017aa6a4663ff5
Quellennotizuspto-grants-2006_04