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Tetracyclic phenothiazines IV . Synthesis of 1,2,3,4‐Tetrahydro‐azepino [3,2,1 ‐kl ] phenothiazin ‐4‐one
Author(s) -
Kim Sun H.,
Martin Arnold R.
Publication year - 1978
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.5570150852
Subject(s) - chemistry , phenothiazine , ring (chemistry) , pentoxide , malonic acid , phosphorus pentoxide , medicinal chemistry , ethanol , stereochemistry , organic chemistry , vanadium , medicine , pharmacology
The synthesis of 1,2,3,4‐tetrahydroazepine[3,2,1‐ kl ]phenothiazin‐4‐one was accomplished by cyclization of phenothiazine‐10‐butanoic acid using phosphorus pentoxide and absolute ethanol. The title compound represents the first reported example of the azepino[3,2,1‐ kl ]phenothiazine ring system. A vastly improved malonic ester‐type synthesis of the precursor acid has also been developed.