Tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones

Abstract Novel nano-ordered 1,1,3,3-tetramethylguanidine-functionalized melamine (Melamine@TMG) organocatalyst was prepared and adequately identified by various techniques including FTIR, EDX, XRD and SEM spectroscopic or microscopic methods as well as TGA and DTG analytical methods. The Melamine@TM...

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Autores principales:	Mahnoush Keshavarz, Mohammad G. Dekamin, Manouchehr Mamaghani, Mohammad Nikpassand
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2021
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/1ff7b527eb0147a6a921c5844cbe29b7
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spelling	oai:doaj.org-article:1ff7b527eb0147a6a921c5844cbe29b72021-12-02T16:08:06ZTetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones10.1038/s41598-021-91463-12045-2322https://doaj.org/article/1ff7b527eb0147a6a921c5844cbe29b72021-07-01T00:00:00Zhttps://doi.org/10.1038/s41598-021-91463-1https://doaj.org/toc/2045-2322Abstract Novel nano-ordered 1,1,3,3-tetramethylguanidine-functionalized melamine (Melamine@TMG) organocatalyst was prepared and adequately identified by various techniques including FTIR, EDX, XRD and SEM spectroscopic or microscopic methods as well as TGA and DTG analytical methods. The Melamine@TMG, as an effective multifunctional organocatalyst, was found to promote smoothly the three-component synthesis of 1,2,4-triazoloquinazolinone derivatives using cyclic dimedone, 3-amino-1,2,4-triazole and different benzaldehyde derivatives in EtOH at 40 °C. This practical method afforded the desired products in high to excellent yields (86–99%) and short reaction times (10–25 min). The main advantages of this new method are the use of heterogeneous multifunctional nanocatalyst, simple work-up procedure with no need for chromatographic purification, highly selective conversion of substrates and recyclability of the catalyst, which could be used in five consecutive runs with only a small decrease in its activity.Mahnoush KeshavarzMohammad G. DekaminManouchehr MamaghaniMohammad NikpassandNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 11, Iss 1, Pp 1-14 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q Mahnoush Keshavarz Mohammad G. Dekamin Manouchehr Mamaghani Mohammad Nikpassand Tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones
description	Abstract Novel nano-ordered 1,1,3,3-tetramethylguanidine-functionalized melamine (Melamine@TMG) organocatalyst was prepared and adequately identified by various techniques including FTIR, EDX, XRD and SEM spectroscopic or microscopic methods as well as TGA and DTG analytical methods. The Melamine@TMG, as an effective multifunctional organocatalyst, was found to promote smoothly the three-component synthesis of 1,2,4-triazoloquinazolinone derivatives using cyclic dimedone, 3-amino-1,2,4-triazole and different benzaldehyde derivatives in EtOH at 40 °C. This practical method afforded the desired products in high to excellent yields (86–99%) and short reaction times (10–25 min). The main advantages of this new method are the use of heterogeneous multifunctional nanocatalyst, simple work-up procedure with no need for chromatographic purification, highly selective conversion of substrates and recyclability of the catalyst, which could be used in five consecutive runs with only a small decrease in its activity.
format	article
author	Mahnoush Keshavarz Mohammad G. Dekamin Manouchehr Mamaghani Mohammad Nikpassand
author_facet	Mahnoush Keshavarz Mohammad G. Dekamin Manouchehr Mamaghani Mohammad Nikpassand
author_sort	Mahnoush Keshavarz
title	Tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones
title_short	Tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones
title_full	Tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones
title_fullStr	Tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones
title_full_unstemmed	Tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones
title_sort	tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones
publisher	Nature Portfolio
publishDate	2021
url	https://doaj.org/article/1ff7b527eb0147a6a921c5844cbe29b7
work_keys_str_mv	AT mahnoushkeshavarz tetramethylguanidinefunctionalizedmelamineasamultifunctionalorganocatalystfortheexpeditioussynthesisof124triazoloquinazolinones AT mohammadgdekamin tetramethylguanidinefunctionalizedmelamineasamultifunctionalorganocatalystfortheexpeditioussynthesisof124triazoloquinazolinones AT manouchehrmamaghani tetramethylguanidinefunctionalizedmelamineasamultifunctionalorganocatalystfortheexpeditioussynthesisof124triazoloquinazolinones AT mohammadnikpassand tetramethylguanidinefunctionalizedmelamineasamultifunctionalorganocatalystfortheexpeditioussynthesisof124triazoloquinazolinones
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Tetramethylguanidine-functionalized melamine as a multifunctional organocatalyst for the expeditious synthesis of 1,2,4-triazoloquinazolinones

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