scholarly journals Synthesis of Quinoxaline Derivatives using Sulfonic Acid Functionalized Imidazolium Salts as Highly Efficient and Reusable Bronsted Acidic Ionic Liquids Catalysts under Solvent-free Conditions

2019 ◽  
Vol 74 (9) ◽  
pp. 641-647 ◽  
Author(s):  
Zahra Kordrostami ◽  
Abdolkarim Zare ◽  
Mostafa Karami

AbstractIn this research, Brønsted-acidic ionic liquids N,N,N′,N′-tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate ([TMEDSA][TFA]2) and pyridinium-N-sulfonic acid hydrogen sulfate ([Py-SO3H][HSO4]) have been introduced as dual-functional catalysts for the green, simple and effective preparation of N,N′-alkylidene bisamides by the reaction of primary amides (2 eq.) with arylaldehydes (1 eq.) under solvent-free conditions. The reaction results and conditions of the catalysts have been compared with the previously reported ones. [TMEDSA][TFA]2 and [Py-SO3H][HSO4] were superior to the previously reported catalysts in terms of two or more of these factors: reaction times (10–45 min), yields (86–98%), temperature and the reaction conditions. Additionally, a plausible and attractive mechanism based on dual functionality of the catalysts has been proposed.


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