Polycyclic heterocycles with acidic N-H group - Part 1 Synthesis of some polycyclic 1,2,4-triazines disposing of acidic N-H group

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61989592%3A15310%2F00%3A00000983" target="_blank" >RIV/61989592:15310/00:00000983 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Polycyclic heterocycles with acidic N-H group - Part 1 Synthesis of some polycyclic 1,2,4-triazines disposing of acidic N-H group

Original language description

7-(6-Azauracil-5-yl)-isatin 1 was converted through its thiosemicarbazone 2 to 6-(6-azauracil-5-yl)-2,3-dihydro-5H 1,2,4-triazino[5,6-b]indol-3-thione 3 and through the thiosemicarbazone of appropriate isatinic acid to 2-(2-thio-6 azauracil-5-yl)-6-(6-azauracil-5-yl)-aniline 4. The course of the cyclocondensation of this compound was studied and the reaction was found to proceed in both possible ways, resulting in a mixture of compound 3 and regioisomer 6-(2-thio-6 azauracil-5-yl)-2,3-dihydro-5H-1,2,4-triazino[5,6-b]-indol-3 one 5. Substituted aniline 4 was oxidized to 2,6-bis-(6 azauracil-5-yl)-aniline 7, which served for the preparation of hydrazone 8, cyclization of which led to 1-[2,6-bis-(6 azauracil-5-yl)-phenyl]-6-azauracil-5-carbonitrile 9. This is the first tricyclic 6-azauracil with vicinal arrangement of 6 azauracil rings.

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

<a href="/en/project/VS96021" target="_blank" >VS96021: Centrum for Analytical Chemistry of Molecular Structure</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2000

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Heterocyclic Chemistry

ISSN

0022-152X

e-ISSN

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Volume of the periodical

37

Issue of the periodical within the volume

1

Country of publishing house

XX - stateless person

Number of pages

4

Pages from-to

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UT code for WoS article

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EID of the result in the Scopus database

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