Synthesis of substituted 2-alkyl(aryl)thio-3-cyanopyridines and 3-aminothieno[2,3-<i>b</i>]pyridines

Authors

  • Е. А. Kaйгородова Kuban State Technological University, 350072 Krasnodar
  • Л. Д. Конюшкин N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • C. H. Михайличенко N. D. Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, 117913 Moscow
  • B. K. Василин Kuban State Technological University, 350072 Krasnodar
  • B. Г. Кульневич Kuban State Technological University, 350072 Krasnodar

Abstract

The alkylation of 6-methyl-4-methoxymethyl-3-cyano-2-(1H)pyridinethione by halogen derivatives in the presence of KOH proceeds regioselectively with the formation of S-alkyl derivatives. By cathodic electrolysis of the thiols in the presence of 6-methyl-4-methoxymethyl-2-chloro-3-cyanopyridine, 2-arylthiopyridines are obtained. By Thorpe-Ziegler cyclization of 2-alkylthiopyridines having an active methylene group, 2-aminothieno[2,3-b]pyridines have been synthesized.

How to Cite
Kaigorodova, E. I.; Konyushkin, L. D.; Mikhailichenko, S. N.; Vasilin, V. K.; Kul'nevich, V. G. Chem. Heterocycl. Compd. 1996, 32, 1. [Khim. Geterotsikl. Soedin. 1996, 1.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169240

Published

1996-10-25

Issue

Section

Original Papers