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

Authors

  • И. В. Кулаков F. M. Dostoevskii State University
  • О. С. Никитина F. M. Dostoevskii State University
  • А. С. Фисюк F. M. Dostoevskii State University; Omsk State Technical University
  • Д. С. Гончаров F. M. Dostoevskii State University
  • З. Т. Шульгау Nazarbayev University, Center for Life Sciences
  • А. Е. Гуляев Nazarbayev University, Center for Life Sciences

DOI:

https://doi.org/10.1007/1462

Keywords:

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

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

Author Biography

И. В. Кулаков, F. M. Dostoevskii State University

Иван Вячеславович Кулаков

д.х.н., профессор кафедры органической химии

Published

2014-02-28

Issue

Section

Original Papers