Synthesis and structure of thiourea derivatives of functionally substituted pyridines
Nurkenov O.A. Fazylov S.D. Seilkhanov T.M. Nurmaganbetov Zh. Gazaliev A.M. Karipova G.Zh.
2021E.A.Buketov Karaganda State University Publish House
Bulletin of the Karaganda University Chemistry Series
2021#17Issue 14 - 11 pp.
The article presents data on the synthesis and study of the structure of thiourea derivatives of functionally substituted pyridines. New thiourea derivatives containing a pharmacologically active pyridine moiety in their structure were obtained. As the starting synton, 2-amino-5-bromopyridine, 2-amino-3-hydroxypyridine and 2-aminomethylpyridine were selected. It was shown that the interaction of 2-amino-5-bromopyridine, 2-amino-3-hydroxypyridine and 2-aminomethylpyridine with ethyl and phenylisothiocyanates in ethanol leads to the formation of the corresponding pyridine-containing thioureas. The synthesis of the initial isothiocyanates was carriedout in situ from the corresponding acidic chlorides (benzoyl chloride and p-brombenzoyl chloride) by heating them with potassium thiocyanate in acetone. The structure of the synthesized compounds was studied by 1H and 13C NMR spectroscopy, as well as by the data of two-dimensional spectra of COSY (1H-1H) and HMQC (1H-13C). The values of chemical shifts, multiplicity, and integrated intensity of 1H and 13C signals in one-dimensional NMR spectra were determined. Using spectra in the formats COSY (1Н-1Н) and HMQC (1Н-13С), homo- and heteronuclear interactions were established, confirming the structure of the studied compounds.
2-amino-3-hydroxy-pyridine , 2-amino-5-bromopyridine , 2-aminomethylpyridine , 2-aminopyridine , 13C NMR spectra. , 1H , Ethylisothiocyanates , Phenylisothiocyanates , Thioureas
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Institute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan, Karaganda, Kazakhstan
Sh. Ualikhanov Kokshetau University, Kokshetau, Kazakhstan
Institute of Organic Synthesis and Coal Chemistry of the Republic of Kazakhstan
Sh. Ualikhanov Kokshetau University
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