Abstract: | Isatoic acid reacts with 7-mcthyl-2,3-dihydro-1,8-naphthyridin-4(1H) one ( 8 ) to give 3-methyl-5,6-dihvdroquino3,2-c]1,8]naphthyriclin-7-carboxylic acid ( 9a ), which was transformed into the 3-methylquino3,2-c]1,8]naphthyridine ( 7a ) by refluxing with copper chromite in quinoline. The same product ( 7a ) was also obtained by aromatization of the 3-methyl-5,6-dihydroquino-3,2-c]1.8]naphthvridine ( 10a ), prepared by condensation of the ketone ( 8 ) and o-aminobenzaldehyde. Other 3-substituted quino3,2-c]1,8]naphthyridines ( 7b,c,d,e ), which contain a new heterocyclic, ring structure, have been prepared using o-aminobenzaldehyde and 7-sub-stituted-2,3-dihv dro-1,8-naphthyridin-4(1H) ones ( 12 and 13 ) as starting materials. Also, the preparation of the parent nucleus ( 7f ) is described. |