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Utilization of cleavage of the [1]benzofuro[2,3-e][1,2,4]triazine ring for the synthesis of oxygen, nitrogen and sulfur derivatives of [1,2,4]triazine

✍ Scribed by Jakub Stýskala; Jan Slouka; Iveta Wiedermannová; Petr Bednář

Publisher: Journal of Heterocyclic Chemistry
Year: 2003
Tongue: English
Weight: 83 KB
Volume: 40
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570400509

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✦ Synopsis

Abstract

A series of 6‐azacytosines 4a‐4k and 5a‐5c were prepared by nucleophilic cleavage of furan ring of [1]benzofuro[2,3‐e][1,2,4]triazine derivative 1. Some of them were used for the preparation of derivatives of [1,2,4]triazolo[4,3‐d][1,2,4]triazine (6a‐6d) and tetrazolo[1,5‐d][1,2,4]triazine (7). The reaction of 1 with hydrogen sulfide afforded the corresponding 6‐(2‐hydroxyphenyl)‐2‐phenyl‐5‐thioxo‐4,5‐dihydro‐1,2,4‐tri‐azin‐3(2__H__)‐one (8), while with hydrogen selenide 6‐(2‐hydroxyphenyl)‐2‐phenyl‐4,5‐dihydro‐1,2,4‐triazin‐3(2__H__)‐one (9) was formed. The prepared compounds were tested for biological activity.

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