Synthesis of 4-(4-hydrazinylphenoxy) phthalonitrile and phthalonitriles on its basis containing n-heterocycles

Abstract

The synthesis of the novel 4-(4-hydrazinylphenoxy) phthalonitrile was carried out for the first time by nucleophilic aromatic displacement of nitro group in 4-nitrophthalonitrile to aminophenoxy fragment with following diazotization of amino group and reduction of diazo intermediate. The novel phthalonitriles containing substituted pyrazole or pyrazolone fragments were obtained by reaction of 4-(4-hydrazinylphenoxy) phthalonitrile with different 1,3-dicarbonyl compounds. The structures of the compounds obtained were characterized by IR and 1H NMR spectroscopy.