SYNTHESIS AND TRANSFORMATIONS OF 3-ETHOXYCARBONYL-2-(N-R-THIOUREIDO)THIOPHENES

Authors

  • Л. Ю. Чумакова T. G. Shevchenko Chernigov State Pedagogical University, Chernigov 14013
  • А. М. Демченко T. G. Shevchenko Chernigov State Pedagogical University, Chernigov 14013
  • А. Н. Красовский Chernigov State Technological University, Chernigov 14027
  • Т. В. Долишняк Chernigov State Technological University, Chernigov 14027
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094

Keywords:

isothiocyanate, pyrimidine, thiazine, thiophene, alkylation, cyclization

Abstract

3-Ethoxycarbonyl-2-(N-R-thioureido)-4,5,6,7-tetrahydrobenzo[b]thiophenes were obtained by the reaction of 2-amino-3-ethoxycarbonyl-4,5,6,7-tetrahydrobenzo[b]thiophene with isothiocyanates and of 3-ethoxycarbonyl-2-isothiocyanato-4,5,6,7-tetrahydrobenzo[b]thiophene with primary and secondary amines. The cyclization paths of the products leading to derivatives of thieno[2,3-d]pyrimidine and thieno[2,3-d]-1,3-thiazine were studied. The corresponding S-substituted derivatives were obtained by the alkylation of 3-R-2-thioxo-3,4,5,6,7,8-hexahydrobenzo[b]thieno[2,3-d]pyrimidin-4-ones.

How to Cite
Chumakova, L. Yu.; Demchenko, A. M.; Krasovsky, A. N.; Dolishnyak, T. V.; Lozinskii, M. O. Chem. Heterocycl. Compd. 2003, 39, 1002. [Khim. Geterotsikl. Soedin. 2003, 1252.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000003515.53486.4d

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Published

2003-08-25

Issue

No. 8 (2003)

Section

Original Papers