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一锅法合成5,6-二芳基-5,6-二氢-1,3,5-三嗪-2,4-二胺及其在晶体中容纳乙醇能力的系统评价。

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

作者信息

Junaid Ahmad, Tan Yee Seng, Tiekink Edward R T, Dolzhenko Anton V

机构信息

School of Pharmacy, Monash University Malaysia Jalan Lagoon Selatan Bandar Sunway Selangor Darul Ehsan 47500 Malaysia

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

出版信息

RSC Adv. 2019 Nov 19;9(64):37660-37667. doi: 10.1039/c9ra08795h. eCollection 2019 Nov 13.

DOI:10.1039/c9ra08795h
PMID:35542265
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9075762/
Abstract

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

摘要

开发了一种便捷的一锅法来制备1,6 - 二芳基 - 5,6 - 二氢 - 1,3,5 - 三嗪 - 2,4 - 二胺,该方法采用1,6 - 二芳基 - 1,6 - 二氢 - 1,3,5 - 三嗪 - 2,4 - 二胺的三组分合成,然后通过Dimroth重排得到所需产物。所制备的化合物以乙醇包合物(1∶1)的形式从乙醇中结晶出来。对几种产物进行的X射线晶体学分析证实了其采用5,6 - 二氢互变异构体。对选定化合物进行的热分析和粉末X射线衍射实验表明,晶体的热去溶剂化是不可逆的。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/b3b827a1fe32/c9ra08795h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/6439efa02d5a/c9ra08795h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/626db35b8693/c9ra08795h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/eeb21c38936f/c9ra08795h-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/681f30f26224/c9ra08795h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/b3b827a1fe32/c9ra08795h-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/6439efa02d5a/c9ra08795h-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/626db35b8693/c9ra08795h-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/eeb21c38936f/c9ra08795h-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/681f30f26224/c9ra08795h-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4488/9075762/b3b827a1fe32/c9ra08795h-f2.jpg

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