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Reactions of 1,2,4‐triazin‐5(2 H )‐ones with phenols and aromatic amines
Author(s) -
Chupakhin Oleg N.,
Rusinov Vladimir L.,
Beresnev Dmitri G.,
Neunhoeffer H.
Publication year - 1997
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570340238
Subject(s) - chemistry , phenols , ring (chemistry) , medicinal chemistry , indole test , aryl , triazine , azo coupling , organic chemistry , stereochemistry , alkyl
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.