OICC Press Iranian Journal of Catalysis 2345-4865 15 3 2025 09 30 Facile synthesis of N,N'-alkylidene bisamides catalyzed by trimethyl-tris(4-pyridinium)benzene trifluoroacetate: an efficient and rapid approach 10.57647/j.ijc.2025.1503.31 EN Alireza Kohzadian Takin Shimi Sepanta Industries Co, Sirvan Industrial Zone, PO 6958140120, Ilam, Iran Hossein Filian Takin Shimi Sepanta Industries Co, Sirvan Industrial Zone, PO 6958140120, Ilam, Iran Rohollah Fathollahi Takin Shimi Sepanta Industries Co, Sirvan Industrial Zone, PO 6958140120, Ilam, Iran Journal Article 2025 09 30 In the current study, a new Brønsted-acidic ionic liquid, namely trimethyl-tris(4-pyridinium)benzene trifluoroacetate ([TMPB][TFA]), was synthesized as a high-performance, reproducible acidic-basic catalyst. The structure of the ionic liquid was characterized by various physicochemical techniques. In continuation, the catalytic effect of [TMPB][TFA] in the production of N, N'-alkylidene bisamides was monitored via a one-pot pseudo three-component condensation of a wide range of aldehydes with benzamide/acetamide. The enhancement of this synthetic pathway was carried out using 10 mol% ionic liquid in ethanol solvent at 60°C. The important features of this process include: the dual function of IL as an acid-base duel in the activation of reactants, comprehensiveness of the protocol in the rapid production of a variety of derivatives in high yields (1a-17a, 85 to 98%, 9 to 30 min), the ability to recover and reuse the IL for up to three cycles while maintaining catalytic efficiency, moderate reaction conditions, easy work-up, producing and characterizing new compounds (8a and 9a), and green reaction environment without using expensive metal precursors, harsh temperature conditions as well as non-benign solvents. Highlights • Synthesis and characterization of a novel ionic liquid based on the trifluoroacetate anion. • Fast and facile synthesis of N,N'-alkylidene bisamides. • Ability to use ionic liquid up to three runs without significant reduction in catalytic activity. • Represents advantages: the dual function of IL as an acid-base duel in the activation of reactants, generality, short reaction times, high yields of the products, simple work-up, and good compliance with green chemistry protocols.