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

Irannejad-Gheshlaghchaei, Navid; Zare, Abdolkarim; Banaei, Alireza; Kaveh, Hamideh; Varavi, Nahid

doi:10.33945/SAMI/CHEMM.2020.4.3

Document Type : Original Article

Authors

¹ Department of Chemistry, Payame Noor University, P.O. Box 19395-3697, Tehran, Iran‎

² Department of Chemistry, Payame Noor University, PO BOX 19395-3697, Tehran, Iran

https://doi.org/10.33945/SAMI/CHEMM.2020.4.3

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.

Graphical Abstract

Keywords

References

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Chemical Methodologies

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

References

References

Volume 4, Issue 4
July and August 2020
Pages 400-407

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

References

References

Volume 4, Issue 4July and August 2020Pages 400-407

Volume 4, Issue 4
July and August 2020
Pages 400-407