Interaction of Isonicotinic Acid Hydrazide with Carboxylic Acid Anhydrides
Nurkenov O.A. Fazylov S.D. Seilkhanov T.M. Abulyaissova L.K. Turdybekov K.M. Zhivotova T.S. Kabieva S.K. Mendibayeva A.Z.
2023E.A. Buketov Karaganda University Publish house
Eurasian Journal of Chemistry
2023#2023Issue 229 - 35 pp.
There has been presented data on the synthesis of monoamides and cyclic imides which are derivatives of isonicotinic acid hydrazide. Cyclic anhydrides of carboxylic acids (succinic, maleic and phthalic) easily react with the hydrazide of isonicotinic acid with cycle opening, forming isonicotinoylhydrazide of dicarboxylic acids, and under more severe conditions the latter are transformed into cyclic acid imides. The structures of the synthesized compounds were studied using1H-and13C-NMR spectroscopy, as well as data from two-dimensional COSY (1H-1H) and HMQC (1H-13C) spectra. The values of chemical shifts, multiplicity and integral intensity of1H and13C signals in one-dimensional NMR spectra were determined. Homo-and heteronuclear interactions confirming the structure of the studied compounds were established using spectra in the COSY (1H-1H) and HMQC (1H-13C) formats. In the approximation of the density functional B3LYP with a base set of 6-31G(d), the enthalpy of the reactions ΔHr in the absence and in the presence of a solvent — isopropanol (self-consistent reaction field method) were calculated quantum-chemically.
1 , 4-dicarboxylic acid monoamide , anhydrides , cyclic imides , heteronuclear interactions , isonicotinic acid hydrazide , NMR spectroscopy , phthalic acid acylhydrazides , quantum chemical calculation
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Institute of organic synthesis and coal chemistry of the Republic of Kazakhstan, Alikhanov street, 1, Karaganda, 100008, Kazakhstan
Karagandy University of the name of academician E.A. Buketov, Universitetskaya, 28, Karaganda, 100024, Kazakhstan
Sh. Ualikhanov Kokshetau University, Abaya street, 76, Kokshetau, 020000, Kazakhstan
Karaganda Industrial University, Republic ave., 30, Temirtau, 101400, Kazakhstan
Institute of organic synthesis and coal chemistry of the Republic of Kazakhstan
Karagandy University of the name of academician E.A. Buketov
Sh. Ualikhanov Kokshetau University
Karaganda Industrial University
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