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The synthesis and properties of pyridazino[4,3‐ e ] ‐ as ‐triazines and pyridazino[4,5‐ e ] ‐ as ‐triazines, two novel condensed pyridazine ring systems
Author(s) -
Chesney Dennis K.,
Castle Raymond N.
Publication year - 1974
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.5570110211
Subject(s) - triazine , chemistry , ring (chemistry) , pyridazine , stereochemistry , 1,3,5 triazine , d 1 , medicinal chemistry , organic chemistry , biochemistry , receptor
Abstract The compounds prepared in the novel pyridazino[4,3‐ e ]‐ as ‐triazine ring system are: 8‐chloro‐4‐methyl‐3,4‐dihydropyridazino[4,3‐ e ]‐ as ‐triazine ( 21 ), 8‐chloro‐2,4‐dimethyl‐3,4‐dihydropyridazino[4,3‐ e ]‐ as ‐triazine ( 23 ), 8‐chloro‐2‐ethyl‐4‐methyl‐3,4‐dihydropyridazino[4,3‐ e ]‐ as ‐ triazine ( 24 ), 4‐methyl‐3,4‐dihydropyridazino[4,3‐ e ]‐ as ‐triazine‐8‐thione ( 25 ), 4‐methyl‐3,4‐dihydropyridazino[4,3‐ e ]‐ as ‐triazine ( 26 ), 2,4‐dimethyl‐3,4‐dihydropyridazino[4,3‐ e ]‐ as ‐triazine ( 27 ), and 2‐ethyl‐4‐methyl‐3,4‐dihydropyridazino[4,3‐ e ]‐ as ‐triazine ( 28 ). In the novel pyridazino[4,5‐ e ]‐ as ‐triazine ring system the following compounds were prepared: 1,2‐dihydropyridazino[4,5‐ e ]‐ as ‐triazine ( 31 ), 3‐methyl‐1,2‐dihydropyridazino[4,5‐ e ]‐ as ‐triazine ( 32 ), 3‐ethyl‐1,2‐dihydropyridazino[4,5‐ e ]‐ as ‐triazine ( 33 ), and 1‐methyl‐1,2‐dihydropyridazino[4,5‐ e ]‐ as ‐triazine ( 35 ). The preparation of a number of previously unreported intermediates and compounds for structure proof are also described.