A-pyrone condenses with the benzene ring to form coumarin and isocoumarin; benzo-'y-pyrone constitutes the nucleus of several vegetable colouring matters (chrysin, fisetin, quercetin, &c., which are derivatives of flavone or phenyl benzo-y-pyrone); dibenzo--ypyrone is known as xanthone; related to this substance are fluorane (and fluorescein), fluorone, fluorime, pyronine, &c. The pyridine ring condenses with the benzene ring to form quinoline and isoquinoline; acridine and phenanthridine are dibenzo-pyridines; naphthalene gives rise to a-and /3-naphthoquinolines and the anthrapyridines; anthracene gives anthraquinoline; while two pyridine nuclei connected by an intermediate benzene nucleus give the phenanthrolines.
The first class includes those substances which require no preliminary treatment, and comprises the amides and ammonium compounds, pyridines, quinolines, alkaloids, albumens and related bodies; the second class requires preliminary treatment and comprises, with few exceptions, the nitro-, nitroso-, azo-, diazoand amidoazo-compounds, hydrazines, derivatives of nitric and nitrous acids, and probably cyanogen compounds.
Acetoacetic ester is a most important synthetic reagent, having been used in the production of pyridines, quinolines, pyrazolones, furfurane, pyrrols, uric acid, and many complex acids and ketones.
In this reaction the proportions of aldehyde and acetoacetic ester may be interchanged and ay disubstituted pyridines are then obtained.
Ladenburg that the pyridinium alkyl iodides rearrange themselves when strongly heated and yield a and -y alkyl pyridines (Ber., 1883, 16, p. 1410 seq.; Ann., 1888, 247, p. I).