REACTION OF α,α-, α,α'-DIHALOTHIONES WITH 8-MERCAPTOQUINOLINIUM HALIDES AS A ROUTE TO TETRAHYDRO-1,4-THIAZINOQUINOLINIUM HALIDES

Authors

  • Л. Г. Шагун A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • И. А. Дорофеев A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • И. А. Михайлова A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • В. А. Шагун A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033
  • М. Г. Воронков A. E. Favorsky Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk 664033

DOI:

https://doi.org/10.1007/7751

Keywords:

2, 2-dibromobutane-3-thione, 1, 3-dibromopropane-2-thione, 2-bromomethyl-2-mercaptotetrahydro-1, 4-thiazino[2, 3, 4-i, j]quinolinium, 3-bromo-2-mercapto-2, 3-dimethyltetrahydro-1, j]quinolinium and 2, 2-dithiobis(3-bromo-2, j]quinolinium) bromides

Abstract

The reaction of 8-mercaptoquinolinium bromide with 1,3-dibromopropane-2-thione or 3,3-dibromo-butane-2-thione in methanol gave the 2-bromomethyl-2-mercaptotetrahydro-1,4-thiazino[2,3,3,4-i,j]quinolinium and 3-bromo-2-mercapto-2,3-dimethyltetrahydro-1,4-thiazino[2,3,3,4-i,j]quinolinium bromides which readily exchanged the Br- anion for ClO4- upon treatment with sodium perchlorate in methanol. Oxidation of the 3-bromo-2-mercapto-2,3-dimethyltetrahydro-1,4-thiazino[2,3,3,4-i,j]-quinolinium bromide by selenium dioxide gave 2,2-dithiobis(3-bromo-2,3-dimethyltetrahydro-1,4-thiazino[2,3,3,4-i,j]quinolinium) bromide.

How to Cite
Shagun, L. G.; Dorofeev, I. A.; Mikhailova, I. A.; Shagun, V. A.; Voronkov, M. G.  Chem. Heterocycl. Compd. 2006, 42, 1478. [Khim. Geterotsikl. Soedin. 2006, 1720.]

For this article in the English edition see DOI 10.1007/s10593-006-0265-1

 

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Published

2023-04-28

Issue

No. 11 (2006)

Section

Original Papers