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SYNTHESIS AND INTRAMOLECULAR CYCLIZATION OF N-ACYL- AND N-ALLYL-N'-(2-OXO-1,2-DIHYDROPYRIDIN-3-YL)THIOUREA

И. В. Кулаков, О. С. Никитина, А. С. Фисюк, Д. С. Гончаров, З. Т. Шульгау, А. Е. Гуляев
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Abstract


The reaction of 3-amino-4,6-dimethylpyridin-2(1H)-one and 3-amino-4-phenylpyridin-2-one with acyl isothiocyanates (benzoyl-, 4-bromobenzoyl-, and methacryloyl isothiocyanates) and with allyl isothiocyanate has been studied. The N-carbamothioyl methacrylamides and N-allylthioureas obtained undergo intramolecular heterocyclization reactions to give the corresponding 1,3-thiazin-4-one and 1,3-thiazoline derivatives. It was found that the starting 3-amino-4,6-dimethylpyridin-2(1H)-one shows antiradical activity but the synthesized thioureas do not.

How to Cite
Kulakov, I. V.; Nikitina, O. S.; Fisyuk, A. S.; Goncharov, D. S.; Shul'gau, Z. T.; Gulyaev, A. E. Chem. Heterocycl. Compd. 2014, 50, 670. [Khim. Geterotsikl. Soedin. 2014, 729.]

For this article in the English edition see DOI 10.1007/s10593-014-1519-y


Keywords


3-aminopyridin-2(1H)-ones; isothiocyanates; 1,3-thiazines; 1,3-thiazolines; thioureas; intramolecular cyclization

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