SYNTHESIS, CRYSTAL STRUCTURE, AND CONFORMATION OF N-ISONICOTINOYLPHTHALIMIDE
Turdybekov K.M. Nurkenov O.A. Fazylov S.D. Makhmutova A.S. Turdybekov D.M. Seilkhanov T.M. Arinova A.E.
August 2021Pleiades journals
Journal of Structural Chemistry
2021#62Issue 81279 - 1284 pp.
Abstract: The reaction of phthalic acid anhydride with isonicotinoylhydrazide is carried out under severe conditions with the formation of cyclic phthalic acid imide N-isonicotinoylphthalimide. The structure of the compound is determined by 1H and 13C NMR spectroscopy and from the data of two-dimensional (1H–1H) COSY and (1H–13C) HMQC spectra. The spatial structure and conformation of N-isonicotinoylphthalimide is investigated by single crystal XRD and a semi-empirical quantum chemical method. It is found that π-conjugation between the phenyl and carbonyl groups is practically absent in the free N-isonicotinoylphthalimide molecule and a rotation of the pyridine ring relative to the amide group in the crystal is determined by the π–π interaction between the pyridine rings.
acylhydrazides , N-isonicotinoylphthalimide , NMR spectroscopy , phthalic anhydride , quantum chemical calculations , single crystal Xray diffraction analysis
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Buketov Karaganda University, Karaganda, Kazakhstan
Institute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan, Karaganda, Kazakhstan
Medical University of Karaganda, Karaganda, Kazakhstan
Karaganda Technical University, Karaganda, Kazakhstan
Ualikhanov Kokshetau University, Kokshetau, Kazakhstan
Buketov Karaganda University
Institute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan
Medical University of Karaganda
Karaganda Technical University
Ualikhanov Kokshetau University
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