A one-pot synthesis of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals

A convenient one-pot method for the preparation of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines was developed using a three-component synthesis of 1,6-diaryl-1,6-dihydro-1,3,5-triazine-2,4-diamines followed by their Dimroth rearrangement to the desired products. The prepared compounds cryst...

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Autores principales: Junaid, Ahmad, Tan, Yee Seng, Tiekink, Edward R. T., Dolzhenko, Anton V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9075762/
https://www.ncbi.nlm.nih.gov/pubmed/35542265
http://dx.doi.org/10.1039/c9ra08795h
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author Junaid, Ahmad
Tan, Yee Seng
Tiekink, Edward R. T.
Dolzhenko, Anton V.
author_facet Junaid, Ahmad
Tan, Yee Seng
Tiekink, Edward R. T.
Dolzhenko, Anton V.
author_sort Junaid, Ahmad
collection PubMed
description A convenient one-pot method for the preparation of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines was developed using a three-component synthesis of 1,6-diaryl-1,6-dihydro-1,3,5-triazine-2,4-diamines followed by their Dimroth rearrangement to the desired products. The prepared compounds crystallized from ethanol as ethanol clathrates (1 : 1). X-ray crystallography on several products confirmed the adoption of 5,6-dihydro-tautomer. The thermal analysis and powder X-ray diffraction experiments on selected compounds suggested that thermal desolvation of crystals was irreversible.
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spelling pubmed-90757622022-05-09 A one-pot synthesis of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals Junaid, Ahmad Tan, Yee Seng Tiekink, Edward R. T. Dolzhenko, Anton V. RSC Adv Chemistry A convenient one-pot method for the preparation of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines was developed using a three-component synthesis of 1,6-diaryl-1,6-dihydro-1,3,5-triazine-2,4-diamines followed by their Dimroth rearrangement to the desired products. The prepared compounds crystallized from ethanol as ethanol clathrates (1 : 1). X-ray crystallography on several products confirmed the adoption of 5,6-dihydro-tautomer. The thermal analysis and powder X-ray diffraction experiments on selected compounds suggested that thermal desolvation of crystals was irreversible. The Royal Society of Chemistry 2019-11-19 /pmc/articles/PMC9075762/ /pubmed/35542265 http://dx.doi.org/10.1039/c9ra08795h Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Junaid, Ahmad
Tan, Yee Seng
Tiekink, Edward R. T.
Dolzhenko, Anton V.
A one-pot synthesis of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals
title A one-pot synthesis of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals
title_full A one-pot synthesis of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals
title_fullStr A one-pot synthesis of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals
title_full_unstemmed A one-pot synthesis of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals
title_short A one-pot synthesis of N(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals
title_sort one-pot synthesis of n(2),6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9075762/
https://www.ncbi.nlm.nih.gov/pubmed/35542265
http://dx.doi.org/10.1039/c9ra08795h
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