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The synthesis of novel dipyridazinothiazine ring systems
Author(s) -
Wise Dean S.,
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.5570110627
Subject(s) - thiazine , chemistry , hydrochloric acid , acetic acid , ring (chemistry) , stereochemistry , medicinal chemistry , organic chemistry
The synthesis of several dipyridazinothiazines have been accomplished by: (a) cyclization in concentrated hydrochloric acid solution of the appropriate intermediates; and (b) via the Smiles rearrangement in either basic or glacial acetic acid solution of the appropriate intermediates. The following ring systems have been prepared and characterized: 10 H ‐dipyridazino‐[4,3‐ b :4′,5′‐ e ]‐1,4‐thiazine, 5 H ‐dipyridazino[3,4‐ b :4′,5′‐ e ]‐1,4‐thiazine, 10 H ‐dipyridazino[4,5‐ b :‐4′,5′‐ e ]‐1,4‐thiazine, 5 H dipyridazino[5,4‐ b :4′,3′‐ e ]‐1,4‐thiazine, and 10 H ‐dipyridazino[3,4‐ b :‐3′,4′‐ e ]‐1,4‐thiazine.