Scientific Journal of KubSAU

Polythematic online scientific journal
of Kuban State Agrarian University
ISSN 1990-4665
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Pushkareva Kira Stepanovna

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Kuban State University

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abstract 1111507039 issue 111 pp. 695 – 707 30.09.2015 ru 1179
The present article belongs to the area of organic chemistry, namely, to chemistry of heterocyclic compounds. For the purpose of optimization of a method of synthesis the threecyclic heteroaromatic systems containing a pyridi-ne, thiophen and pyrimidine ring in one molecule, - tetrahydropyridothienopyrimidinon and dihydropyri-dothienopyrimidinon – reaction 3-aminothieno[2,3-b]-pyridine-2-carbokxamides with aromatic aldehydes is studied, some of which contain pharmacolodical groups. Reaction was carried out in the conditions of an acid catalysis – is used p-TsOH. Influence of the nature of solvent (toluene, ethanol, mix ethanol-dimethilform-amide (1:1)) on the course and the direction of reaction are studied. It is established that carrying out reaction in toluene leads to the dihydropyrimidine containing in situation 2 phenyl, 4-bromphenyl deputies. In the presence in a molecule of initial aldehyde of the deputy in orto-situation tetrahydropyrimidine are formed. Use of ethanol mainly leads to formation of a tetrahydro-pyrimidine ring. Boiling of initial substances in mix ethanol-DMF yields the results similar to use of toluene, but time of reaction is reduced twice. The way of receiving the dihydroderivatives short-term boiling of tetrahydropyrimidine is found in mix isopropanol-DMF (a volume ratio of solvents 1:3). Identity of the received substances is proved by method of a thin layer chroma-tography. The structure of the synthesized connections is confirmed with the element analysis. The structure of tertagidropirimidinon and digidropirimidinon is proved with use of data of IK and NMR 1H of the spectral analysis