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Reactions of 1,2,4-triazin-5(2H)-ones with phenols and aromatic amines

✍ Scribed by Oleg N. Chupakhin; Vladimir L. Rusinov; Dmitri G. Beresnev; H. Neunhoeffer

Publisher: Journal of Heterocyclic Chemistry
Year: 1997
Tongue: English
Weight: 359 KB
Volume: 34
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570340238

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✦ Synopsis

Abstract

1,2,4‐Triazin‐5(2__H__)‐ones 1 react as well with phenols, resorinol and its dimethyl ethers, as with dimethyland diethylaniline, yielding 6‐aryl‐1,6‐didydro‐1,2,4‐triazin‐5(2__H__)‐ones 2, 4–8, 12–15. Oxidation of the 1,6‐dihydroadducts 2a,b gives the corresponding 3‐aryl‐6‐hydroxyphenyl‐1,2,4‐triazin‐5(2__H__)‐ones 3a,b. Rection of 1,2,4‐triazinones 1 with 2‐naphthylamine leads to destruction of the 1,2,4‐triazine ring yielding benzo[e]indole‐2,3‐dione 19.

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