Phthalazine, also called benzo-orthodiazine or benzopyridazine, is a heterocyclic organic compound with the molecular formula C8H6N2. It is with other including quinoxaline, cinnoline and quinazoline.
Synthesis
Phthalazine can be obtained by the condensation of ω-tetrabromorthoxylene with
hydrazine, or by the
Redox of chlorphthalazine with
phosphorus and
hydroiodic acid.
Properties
It possesses basic properties and forms addition products with
.
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Reactions
Upon oxidation with alkaline potassium permanganate it yields pyridazine dicarboxylic acid. Zinc and hydrochloric acid decompose it with formation of orthoxylylene diamine. The keto-hydro derivative phthalazone (C8H6ON2), is obtained by condensing hydrazine with orthophthalaldehydoacid. On treatment with phosphorus oxychloride, it yields a chlorphthalazine, which with zinc and hydrochloric acid gives isoindole (C8H7N), and with tin and hydrochloric acid, phthalimidine (C8H7ON), the second nitrogen atom being eliminated as ammonia.[
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