Synthesis of some heterocyclic compounds containing naphthalene nucleus for biological evaluation

ABSTRACT

In this work, 2 mercapto-4-aryl-4H-1,2,3,4,5,6- hexahydrobenzo[h]quianazolines [1] were condensed with alkyl halide to yield the alkyl derivatives II. 3-chloro acetylacetone condensed with compound I in pyridine to yield the thiazoloquinazolines derivatives III. The aminopyrimidine derivatives V were prepared by condensation of aryl methylene-1-tetralone with guanidine hydrochloride. Alpha- tetralone condensed with malononitrile in ethyl alcohol in the presence of beta-alanine to yield 1,2,3,4-tetrahydronaphtho-alpha- yiledene malononitrile VII. Compound VII added one mole of aromatic aldehyde in ethanol in presence of potassium hydroxide to yield 2-imino-10-aryl-8,9-dihyronaphtho[1,2-d] pyrano-3-carhonitrile VIII. Compounds VIII were reacted with ammonium acetate in acetic acid to yield 2-amino-10-aryl-3,9-dihydronaphtho[l,2-d]-3-carbonitrile IX. Compounds IX were prepared directly from VII by the action of appropriate aromatic aldehyde and ammonium acetate in acetic acid