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 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 crys...

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Bibliographic Details
Main Authors: Ahmad Junaid, Tan, Yee Seng *, Tiekink, Edward R. T. *, Dolzhenko, Anton V
Format: Article
Language:English
Published: Royal Society of Chemistry 2019
Subjects:
Online Access:http://eprints.sunway.edu.my/1126/
http://eprints.sunway.edu.my/1126/1/Tiekink%20A%20one%20pot%20synthesis%20RSC%20Adv%202019%209%2037660.pdf
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Summary: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.