N,N,N',N'-Tetramethyl-N,N'-bis(sulfo)ethane-1,2- Diaminium Mesylate as a Highly Effective and Dual-functional Catalyst for the Synthesis of 1-Thioamidoalkyl-2-naphthols
Journal: Chemical Methodologies (Vol.4, No. 4)Publication Date: 2020-07-01
Authors : Navid Irannejad-Gheshlaghchaei; Abdolkarim Zare; Alireza Banaei; Hamideh Kaveh; Nahid Varavi;
Page : 400-407
Keywords : N; N; N'; N'-tetramethyl-N; N'-bis(sulfo)ethane-1; 2-diaminium mesylate ([TMBSED][Oms]2); Thioacetamide; 1-Thioamidoalkyl-2-naphthol; Multi-component reaction; Dicationic ionic liquid; Dual-functional catalyst.;
Abstract
N,N,N',N'-tetramethyl-N,N'-bis(sulfo)ethane-1,2-diaminium mesylate ([TMBSED][Oms]2) is used as a highly efficient and dual-functional catalyst for the one-pot multi-component condensation of 2-naphthol with arylaldehydes and thioacetamide under green, mild (70 °C), and solvent-free conditions. In this reaction, 1-thioamidoalkyl-2-naphthols are produced in high to excellent yields and in relatively short reaction times. In this reaction, products are identified by analysis of its 1H NMR, 13C NMR, and FT-IR data. Moreover, a plausible mechanism based on dual-functionality of the catalyst was proposed.
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