The syntheses of phthalodinitriles containing oxyalkylpyridine or cyclic amine substituents are reported. The phthalodinitriles were prepared from 4-nitrophthalodinitrile in reaction with 3- or 4-piperidinecarboxylic acid ethyl esters, 3- or 4-pyridylmethanol, 3- or 4-pyridylpropanol, 4-piperidinecarboxylic acid in aprotic solvents: N,N-dimethylformamide (DMF) and N-methylpyrrolidone. Influence of nucleophile properties on substitution of nitro group in 4- nitrophthalodinitrile molecule was investigated. Appointed, that 4-nitrophthalodinitrile nitro group was easy replaced with all nucleophiles. Microwave and ultrasonic effects were studied. Found, that both microwave and ultrasonic effects promoted the reaction speed, but did not influence on products yield and composition. The molecular structures of new compounds were characterized by IR, 1H-NMR and mass-spectral data. Obtained products yields were from 18 till 83%.