General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines

A simple general synthesis of 1-aryl-6-azaisocytosine-5-carbonitriles 4 is described. This method is based on coupling diazonium salts with cyanoacetylcyanamide 2 and then cyclization of the formed 2-arylhydrazono-2-cyanoacetylcyanamides 3. The 6-azaisocytosines 4 were studied with respect to tautom...

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Detalles Bibliográficos
Autores principales: Zálešák, František, Slouka, Jan, Stýskala, Jakub
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6804241/
https://www.ncbi.nlm.nih.gov/pubmed/31581428
http://dx.doi.org/10.3390/molecules24193558
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author Zálešák, František
Slouka, Jan
Stýskala, Jakub
author_facet Zálešák, František
Slouka, Jan
Stýskala, Jakub
author_sort Zálešák, František
collection PubMed
description A simple general synthesis of 1-aryl-6-azaisocytosine-5-carbonitriles 4 is described. This method is based on coupling diazonium salts with cyanoacetylcyanamide 2 and then cyclization of the formed 2-arylhydrazono-2-cyanoacetylcyanamides 3. The 6-azaisocytosines 4 were studied with respect to tautomeric equilibrium and the transformation of functional groups, and used in the synthesis of the condensed heterocyclic compounds: Purine isosteric imidazo[2,1-c]-[1,2,4]triazine 8 and the 1,2,4-triazino[2,3-a]quinazolines 9–12.
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spelling pubmed-68042412019-11-18 General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines Zálešák, František Slouka, Jan Stýskala, Jakub Molecules Article A simple general synthesis of 1-aryl-6-azaisocytosine-5-carbonitriles 4 is described. This method is based on coupling diazonium salts with cyanoacetylcyanamide 2 and then cyclization of the formed 2-arylhydrazono-2-cyanoacetylcyanamides 3. The 6-azaisocytosines 4 were studied with respect to tautomeric equilibrium and the transformation of functional groups, and used in the synthesis of the condensed heterocyclic compounds: Purine isosteric imidazo[2,1-c]-[1,2,4]triazine 8 and the 1,2,4-triazino[2,3-a]quinazolines 9–12. MDPI 2019-10-01 /pmc/articles/PMC6804241/ /pubmed/31581428 http://dx.doi.org/10.3390/molecules24193558 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Zálešák, František
Slouka, Jan
Stýskala, Jakub
General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines
title General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines
title_full General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines
title_fullStr General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines
title_full_unstemmed General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines
title_short General Synthesis of 1-Aryl-6-azaisocytosines and Their Utilization for the Preparation of Related Condensed 1,2,4-Triazines
title_sort general synthesis of 1-aryl-6-azaisocytosines and their utilization for the preparation of related condensed 1,2,4-triazines
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6804241/
https://www.ncbi.nlm.nih.gov/pubmed/31581428
http://dx.doi.org/10.3390/molecules24193558
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AT styskalajakub generalsynthesisof1aryl6azaisocytosinesandtheirutilizationforthepreparationofrelatedcondensed124triazines

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