1-CHLORO-2,6-DINITRO-4-PERFLUOROALKYLTHIOBENZENES IN THE SYNTHESIS OF HETEROCYCLES

Authors

  • А. М. Сипягин Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, Moscow Region
  • В. С. Еншов Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, Moscow Region
  • С. А. Каштанов Institute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, Moscow Region
  • Д. С. Трешер Department of Chemistry, The University of Alabama, Tuscaloosa, AL 35487-0336

Keywords:

1-ethylthio-2,6-dinitro-4-trifluoromethylthiobenzene, 2-ethoxycarbonyl-7-nitro-5-perfluoroalkylthiobenzothiazole N-oxide, 7-nitro-6-trifluoromethylthio-1,3-benzodithiol-2-one, 1-chloro-2,6-dinitro-4-perfluoroalkylthiobenzenes, heterocyclization, perfluoroalkylation of aromatic disulfides

Abstract

1-Chloro-2,6-dinitro-4-perfluoroalkylthiobenzenes was obtained in first time by perfluoroalkylation of bis(4-chloro-3,5-dinitrophenyl)disulfide in the presence of xenon bisperfluoroalkylcarboxylates. At the interaction of these compounds with potassium ethylxanthogenate only substitution of chlorine atom occurred. The reaction with sodium N,N-dimethyldithiocarbamate leads to the nucleophilic substitution of nitro group with formation of 1,3-benzodithiol-2-one, but on action of ethyl thioglycolate the intramolecular condensation occurs with formation of benzothiazoles N-oxides.

How to Cite
Sipyagin, S. M.; Enshov, V. S.; Kashtanov, S. A.; Thrasher, J. S. Chem. Heterocycl. Compd. 2002, 38, 1375. [Khim. Geterotsikl. Soedin. 2002, 1559.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1022138711847

Downloads

Published

2002-11-25

Issue

No. 11 (2002)

Section

Original Papers