Issue 64, 2019
From the journal:

RSC Advances

A one-pot synthesis of N2,6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals†

Ahmad Junaid,ad   Yee Seng Tan,b   Edward R. T. Tiekink ORCID logo b  and  Anton V. Dolzhenko ORCID logo *ac  

* Corresponding authors

a School of Pharmacy, Monash University Malaysia, Jalan Lagoon Selatan, Bandar Sunway, Selangor Darul Ehsan 47500, Malaysia
E-mail: anton.dolzhenko@monash.edu

b Research Centre for Crystalline Materials, School of Science and Technology, 5 Jalan Universiti, Sunway University, Bandar Sunway, Selangor Darul Ehsan 47500, Malaysia

c School of Pharmacy and Biomedical Sciences, Curtin Health Innovation Research Institute, Faculty of Health Sciences, Curtin University, GPO Box U1987 Perth, Western Australia 6845, Australia

d Department of Chemistry, Prairie View A&M University, P.O. Box 519, Prairie View, Texas 77446, USA

Abstract

A convenient one-pot method for the preparation of N2,6-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.

Graphical abstract: A one-pot synthesis of N2,6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals

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Article information

DOI
https://doi.org/10.1039/C9RA08795H
Article type
Paper
Submitted
26 Oct 2019
Accepted
13 Nov 2019
First published
19 Nov 2019
This article is Open Access
Creative Commons BY license

RSC Adv., 2019,9, 37660-37667

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A one-pot synthesis of N2,6-diaryl-5,6-dihydro-1,3,5-triazine-2,4-diamines and systematic evaluation of their ability to host ethanol in crystals

A. Junaid, Y. S. Tan, E. R. T. Tiekink and A. V. Dolzhenko, RSC Adv., 2019, 9, 37660 DOI: 10.1039/C9RA08795H

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