Synthesis of 4-(4-hydrazinylphenoxy)phthalonitrile and phthalonitriles on its base containing N-heterocycles

Andrey V. Ziminov,^@ Dariya I. Pudova, Anna I. Kolganova, Mark A. Stretovich, Marina A. Furman and Stanislav M. Ramsh

Saint-Petersburg State Institute of Technology (TechnicalUniversity), 190013, Saint-Petersburg, Russian Federation

^@Corresponding author E-mail: ziminov@inbox.ru

DOI: 10.6060/mhc140721z
Macroheterocycles 2015 8(1) 26-31

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.

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Synthesis of 4-(4-hydrazinylphenoxy)phthalonitrile and phthalonitriles on its base containing N-heterocycles

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