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Cyclic acylimines and cyclic carbinolamides 1. 2‐azaphenaiones.
Author(s) -
Warshawsky A.,
BenIshai D.
Publication year - 1969
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.5570060515
Subject(s) - chemistry , nucleophile , methylene , methanol , chloride , hydrochloride , catalysis , medicinal chemistry , organic chemistry
2‐Azaphenalone hydrochloride (VI), 2‐methyl‐1‐azaphenalonium chloride (XIV), 3‐phenyl‐2‐azaphenalone (XVIII) and 3‐phenyl‐2‐methyl‐2‐azaphenalonium chloride (XXI) were synthesized and their chemical and physical properties were studied. At room temperature they add weak nucleophiles ( e.g. , alcohols, amides) as well as compounds possessing active methylene groups. The methanol addition products ( e.g. , V) reacted thermally or in the presence of an acid catalyst with nucleophiles to give products identical with those obtained from the azaphenalone hydrochlorides.