| Synthesis and characterization of Choline-Functionalized Tungstophosphoric Acidand catalytic performance for synthesis 1,4-Dihydropyrano[2,3-c]pyrazoles |
| کد مقاله : 1025-ICOC |
| نویسندگان |
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مصطفی ریاحی فارسانی *1، نرگس صالحی2، احمد رضا مومنی1 1عضو هیات علمی دانشگاه شهرکرد 2دانشجوی دکتری شیمی آلی دانشگاه شهرکرد |
| چکیده مقاله |
| Subject: This study focuses on the synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives using a multicomponent reaction catalyzed by a novel heterogeneous catalyst, tetrabutylammonium phosphotungstate (TBA₃PW₁₂O₄₀, TBAPTA)[1-6]. Objectives: The main objective of this research was to develop an efficient, reusable, and environmentally benign catalytic system for the synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives and to evaluate the catalytic performance of TBAPTA in multicomponent organic reactions. Methods: TBAPTA was synthesized and characterized using FT-IR, XRD, SEM, and TGA techniques to confirm its structure, morphology, and thermal stability. The target compounds were synthesized through a three-component reaction of aromatic aldehydes, malononitrile, and 3-methyl-1-phenyl-5-pyrazolone in ethanol under reflux conditions. The catalytic activity, reaction time, yield, and recyclability of TBAPTA were systematically investigated. Main Results: The characterization results confirmed the preservation of the Keggin structure, high thermal stability, and well-defined morphology of the catalyst. The multicomponent reactions proceeded efficiently, affording the desired products in high yields and short reaction times. TBAPTA significantly enhanced reaction rates and selectivity and could be easily recovered and reused for several cycles without a noticeable decrease in catalytic activity. Conclusions: TBAPTA was demonstrated to be an efficient, stable, and cost-effective heterogeneous catalyst for the synthesis of 1,4-dihydropyrano[2,3-c]pyrazole derivatives. Its enhanced solubility and surface acidity, resulting from the incorporation of tetrabutylammonium cations, contributed to its superior catalytic performance. The methodology offers a practical and sustainable approach for the synthesis of pharmaceutically important heterocyclic compounds. |
| کلیدواژه ها |
| Keywords: Polyoxometaltates, Hybrid, Pyrazole, tetrabutylammonium bromide |
| وضعیت: پذیرفته شده |