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ChemicalBook CAS DataBase List 3-(1H-1,2,3-TRIAZOL-4-YL)BENZONITRILE AND 3-(2H-1,2,3-TRIAZOL-4-YL)BENZONITRILE
550364-01-7

3-(1H-1,2,3-TRIAZOL-4-YL)BENZONITRILE AND 3-(2H-1,2,3-TRIAZOL-4-YL)BENZONITRILE synthesis

8synthesis methods
3-cyano-2-nitrostyrene

62248-92-4
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3-(1H-1,2,3-TRIAZOL-4-YL)BENZONITRILE AND 3-(2H-1,2,3-TRIAZOL-4-YL)BENZONITRILE

550364-01-7
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Yield:550364-01-7 88%

Reaction Conditions:

with sodium azide in N,N-dimethyl-formamide at 50;Schlenk technique;

Steps:

N-Unsubstituted 4-Aryl-1,2,3-triazoles; General Procedure

General procedure: A 25 mL Schlenk tube equipped with a magnetic stir bar was charged with the nitroolefin (0.2 mmol), NaN3 (0.3 mmol), DMF (2 mL) and Amberlyst-15 (30 mg). The tube was sealed and heated at 50 °C in air for 1-3 h. After completion of the reaction (as indicated by TLC), the resulting solution was extracted with EtOAc (3 × 10 mL). The combined organic layer was dried over anhydrous Na2SO4, filtered, and concentrated under vacuum. The residue was chromatographed on asilica gel column (PE-EtOAc) to give the pure product.

References:

Zhang, Hui;Dong, Dao-Qing;Wang, Zu-Li [Synthesis,2016,vol. 48,# 1,art. no. SS-2015-H0467-OP,p. 131 - 135]