Issue 16, 2017

Solvent-free synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and α-arylamino-2,2′-bipyridines with greener prospects

Abstract

A green and highly efficient method has been developed for the synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and α-arylamino-2,2′-bipyridines according to the principles of atom economy. It has been performed by two consecutive solvent-free reaction pathways: the ipso-substitution of a cyano-group in 5-cyano-1,2,4-triazines and the aza-Diels-Alder reaction of the resulting 5-arylamino-1,2,4-triazines with 1-morpholinocyclopentene used as a dienophile. Solvent and catalyst-free conditions, operational simplicity, the compatibility with various functional groups, nonchromatographic purification technique, and high yields are the notable advantages of this procedure. The present methodology possesses a low E-factor.

Graphical abstract: Solvent-free synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and α-arylamino-2,2′-bipyridines with greener prospects

Supplementary files

Article information

Article type
Paper
Submitted
04 Nov. 2016
Accepted
20 Janv. 2017
First published
31 Janv. 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 9610-9619

Solvent-free synthesis of 5-(aryl/alkyl)amino-1,2,4-triazines and α-arylamino-2,2′-bipyridines with greener prospects

D. S. Kopchuk, N. V. Chepchugov, I. S. Kovalev, S. Santra, M. Rahman, K. Giri, G. V. Zyryanov, A. Majee, V. N. Charushin and O. N. Chupakhin, RSC Adv., 2017, 7, 9610 DOI: 10.1039/C6RA26305D

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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