Synthesis of polyfunctionally substituted benzothiazines based on vinylthionahlobenzenes and 2-mercaptoethylamine

Authors

  • С. В. Амосова Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • Г. М. Гаврилова Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • B. И. Гостевская Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • А. B. Афонин Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033
  • Л. И. Ларина Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Irkutsk 664033

Abstract

Regioselective nucleophilic substitution of the fluorine atoms in positions 2 and 5 of the benzene ring takes place in the reaction of 3,6-bis(vinylthio)-1,2,4,5-tetrafluoro- and 3-vinylthio-6-chloro-1,2,4,5-tetrafluorobenzenes with 2-mercaptoethylamine in isopropyl alcohol-water-dimethylformamide mixture at 40–45°C in the presence of KOH. The products of disubstitution obtained are converted into 1,4-benzothiazines on heating to 100°C in dimethylformamide in the presence of K2CO3 as a result of intramolecular substitution.

How to Cite
Amosova, S. V.; Gavrilova, G. M.; Gostevskaya, V. I.; Afonin, A. V.; Larina, L. I. Chem. Heterocycl. Compd. 1998, 34, 625. [Khim. Geterotsikl. Soedin. 1998, 34, 706.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02290951

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Published

1998-05-25

Issue

No. 5 (1998)

Section

Original Papers