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PHTHALAZINES (benzo-orthodiazines or ...

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Originally appearing in Volume V21, Page 545 of the 1911 Encyclopedia Britannica.
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PHTHALAZINES (benzo-orthodiazines or benzopyridazines) , in organic See also:chemistry a See also:group of heterocyclic compounds containing the See also:ring complex shown in See also:formula I. They are isomeric with the cinnolines (q.v.). The See also:parent substance of the group, phthalazine, CBH6N2, is best obtained from the condensation of w-tetrabromorthoxylene with See also:hydrazine (D. See also:Gabriel, Ber., 1893, 26, p. 2210), or by the reduction of chlorphthalazine with See also:phosphorus and hydriodic See also:acid (Ber., 1897, p. 3024). It possesses basic properties and forms addition products with alkyl iodides. On oxidation with alkaline See also:potassium permanganate it yields pyridazine dicarboxylic acid. See also:Zinc and hydrochloric acid decompose it with formation of orthoxylylene diamine. The keto-hydro derivative phthalazone, C8H6ON2, (formula II.), is obtained by condensing hydrazine with orthophthalaldehydoacid. On treatment with phosphorus oxychloride it yields a chlorphthalazine which with zinc and hydrochloric acid gives isoindole, See also:C8H,N, and with See also:tin and hydrochloric acid phthalimidine, C8H2ON, the second See also:nitrogen See also:atom being eliminated as See also:ammonia. \I NIN I \I CO NH \/\/ N I\/\CH/N I.

Phthalazine. II. Phthalazone.

End of Article: PHTHALAZINES (benzo-orthodiazines or benzopyridazines)

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