STRUCTURE OF PRODUCTS OF REACTION BETWEEN BENZOYLACETYLENE AND 1,5-DIPHENYLDITHIOBIURET

Authors

  • Т. Е. Глотова A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • А. С. Нахманович A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • А. И. Албанов A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • Н. И. Процук A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • Т. В. Низовцева A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • В. А. Лопырев A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033

Keywords:

benzoylacetylene, N-benzoylvinyl-N'-phenylthiourea, 1,5-diphenyldithiobiuret, heterocyclization, substituted 1,3,5-dithiazines, 1,3,5-thiadiazines, 1,3,5-triazines

Abstract

Reaction of benzoylacetylene with 1,5-diphenyldithiobiuret in glacial AcOH in the presence of equimolar amounts of HClO4 leads exclusively to 2-benzoylmethyl-4,6-di(phenylimino)-1,3,5-dithiazinium perchlorate. In MeOH, benzene, and MeCN medium, the reaction proceeds nonselectively and a mixture is formed that includes 2-benzoylmethyl-4,6-di(phenylimino)-1,3,5-dithiazine, 2-benzoylmethyl-4-benzoylvinylthio-3-phenyl-6-phenylimino-1,3,5-thiadiazine, 2-benzoylmethyl-4,6-di-(thiocarbonyl)-1,3-diphenyl-1,3,5-triazine, and N-benzoylvinyl-N'-phenylthiourea.

How to Cite
Glotova,T. E.; Nakhmanovich, A. S.; Albanov, A. I.; Protsuk, N. I.; Nizovtseva, T. V.; Lopyrev, V. A. Chem. Heterocycl. Compd. 2002, 38, 74. [Khim. Geterotsikl. Soedin. 2002, 81.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1014859410679

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Published

2002-01-25

Issue

No. 1 (2002)

Section

Original Papers