Synthesis of new 5-aza-isosteres of guanine-5-aminosubstituted 1,2,4-triazolo{[}1,5-a]-1,3,5-triazin-7-ones / Bakharev Vladimir V.,Parfenov Victor E.,Ul'yankina Irina V.,Zavodskaya Anna V.,Selezneva Evgeniya V.,Gidaspov Alexander A.,Eltsov Oleg S.,Slepukhin Pavel A. // TETRAHEDRON. - 2014. - V. 70, l. 38. - P. 6825-6830.

ISSN/EISSN:

0040-4020 / нет данных

Type:

Article

Abstract:

The reaction of 4-amino-substituted 6-hydrazinyl-1,3,5-triazin-2(1H)-ones with orthoformate proceeds via the Dimroth-type rearrangement to give 5-amino-substituted 1,2,4-triazolo{[}1,5-a]-1,3,5-triazine-7-ones. IR, NMR and X-ray studies have shown that the only product of the reaction was the {[}1,5-a]-isomer as prototropic 3H- and 6H-tautomers. (C) 2014 Elsevier Ltd. All rights reserved.

Author keywords:

Nitrogen heterocycles; Cyclization; Fused-ring systems; Tautomerism; Rearrangement A(2A) RECEPTOR ANTAGONISTS; NITROGEN-CONTAINING HETEROCYCLES; CONVENIENT SYNTHESIS; PIPERAZINE DERIVATIVES; BIOLOGICAL-ACTIVITY; N2-C3 BOND; RING; POTENT; TRIAZOLOTRIAZINE; 1,3,5-TRIAZINES

DOI:

10.1016/j.tet.2014.07.058

Web of Science ID:

ISI:000340989300018

Соавторы в МНС:

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Другие поля

Поле	Значение
Month	SEP 23
Publisher	PERGAMON-ELSEVIER SCIENCE LTD
Address	THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND
Language	English
Keywords-Plus	A(2A) RECEPTOR ANTAGONISTS; NITROGEN-CONTAINING HETEROCYCLES; CONVENIENT SYNTHESIS; PIPERAZINE DERIVATIVES; BIOLOGICAL-ACTIVITY; N2-C3 BOND; RING; POTENT; TRIAZOLOTRIAZINE; 1,3,5-TRIAZINES
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Organic
Author-Email	parfenovve@gmail.com
ResearcherID-Numbers	Parfenov, Victor/D-7902-2014
ORCID-Numbers	Parfenov, Victor/0000-0002-0079-5670
Funding-Acknowledgement	Ministry of Education and Science of the Russian Federation within the scope of the project section of the State task for Samara State Technical University {[}4.813.2014/K]
Funding-Text	Research was supported by the Ministry of Education and Science of the Russian Federation within the scope of the project section of the State task for Samara State Technical University, project No 4.813.2014/K.
Number-of-Cited-References	58
Usage-Count-Since-2013	12
Journal-ISO	Tetrahedron
Doc-Delivery-Number	AO0HI