Reaction of acenaphthenequinone and aceanthrenequinone (1a,b) with diaminomaleonitrile at reflux temperature gave acenatho[1,2-
b]pyrazine-8,9-dicarbonitrile and aceanthryleno[1,2-b]pyrazine-10-11-dicarbonitrile (2a,b), respectively. The reaction of 2a,b with
hydrazine hydrate afforded the corresponding cyclic products, 8,11-diaminoacenatho[1,2-b]pyrazino[2,3-d]pyridazine and 10,13-
diaminoaceanthryleno[1,2b]pyrazino[2,3-d]pyridazine (3a,b). The reaction of 1a,b with p-bromoaniline in presence of ZnCl2 afforded
complexes bis(p-bromophenylimino)acenaphthene and -aceanthrene (7a,b). We have also described the synthesis of spiro[2H-aceanthrene2,2'-thiazolidine]-1,4'-dione derivatives (8a,b). Reaction of 1b with 1-amino-3-(N,N-dimethylamino)propane, benzylhydrazine and pbromophenylhydrazine has been investigated for studying the utility of products as pharmacological agents. Chemical and spectroscopic
evidences for the structures of the new compounds are presented.
Key words: Diketones; dinitriles; hydrazones; spiro; thiazolidines
|
