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Benzacridines VI. . Functional derivatives of 5,6‐dimethylbenz[ c ]acridine
Author(s) -
Cromwell Norman H.,
Nielsen Lawrence A.
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.5570060314
Subject(s) - chemistry , acridine , anthranilic acid , acridone , acridine derivatives , ring (chemistry) , catalysis , cleavage (geology) , medicinal chemistry , organic chemistry , stereochemistry , geotechnical engineering , fracture (geology) , engineering
5,5‐Dimethyl‐5,6‐dihydrobenz[ c ]acridone has been synthesized by three different routes: a, from a condensation of anthranilic acid with 4,4‐dimethyl‐1‐tetraIone; b, by a catalytic hydrogenation of 2‐( o ‐nitrobenzal)‐4,4‐dimethyl‐1‐tetralone oxide followed by an acid catalyzed cleavage of the oxide ring and closure of the nitrogen heterocyclic ring; c, a multi‐step process starting with 7‐carboxy‐5,5‐dimethyl‐5,6‐dihydrobenz[ c ]acridine. Several new functional derivatives of both 5,5‐dimethyl‐5,6‐dihydrobenz[ c ]acridine and of 5,6‐dimethylbenz[ c ]acridine were also produced for biological study by others.