This work presents the results of studies on the chemical transformation of the alkaloids molecules cytisine and anabazine to obtain their N-cinnamoyl derivatives, as well as possible ways for their further modification. The optimal conditions for the preparation of N-cinnamoylcytisine and N-cinnamoylanabazine in the acylation reactions of alkaloids with cinnamoyl chloride are considered. Hydrazinolysis of the resulting N-cinnamoylcytisine and N-cinnamoylanabazine was carried out. It was shown that the interaction of acrylamide derivatives of alkaloids with hydrazine hydrate in ethanol leads to the formation of the corresponding pyrazole derivatives resulting from the intramolecular cyclocondensation of hydrazones of N-cinnamoyl derivatives. By the interaction of cinnamoylisothiocyanate with the above alkaloids, new thiourea derivatives are synthesized. The structures of the synthesized compounds were studied by( 1)H and C-13 NMR spectroscopy, as well as by the data of two-dimensional spectra of COSY (H-1-H-1) and HMQC (H-1-C-13). The values of chemical shifts, multiplicity, and integrated intensity of H-1 and C-13 signals in one-dimensional NMR spectra were determined. Using spectra in the formats COSY (H-1-H-1) and HMQC (H-1-C-13), homo- and heteronuclear interactions were established, confirming the structure of the studied compounds.