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Reaction of 1,3-thiazolidine-4-carboxylic and 1,4-tetrahydro-thiazine-3-carboxylic acid esters with isocyanates and isothiocyanates and structures of the reaction products

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

7-Thia-1,3-diazabicyclo[3.3.0]octane-2,4-diones and 7-thia-1,3-diazabicyclo[4.3.0]-nonane-2, 4-diones, as well as their thio analogs, were obtained by the reaction of (S)-1,3-thiazolidine-4-carboxylic and 1,4-tetrahydrothiazine-3-carboxylic acid esters with isocyanates and isothiocyanates. Intermediate reaction products, viz., heterocyclic derivatives of urea, were isolated. The three-dimensional structures of the 3-methyl-4-oxo-7-thia-1,3-diazabicyclo[3.3.0]octane-2-thione and 3-methyl-4-oxo-7-thia-1, 3-diazabicyclo[4.3.0]nonane-2-thione molecules were determined by x-ray diffraction analysis.

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Literature cited

  1. Japanese Patent No. 8161384; Chem. Abstr., 95, 115576 (1981).

  2. Japanese Patent No. 8161390; Chem. Abstr., 95, 115553 (1981).

  3. European Patent No. 70389; Chem. Abstr., 99, 5630 (1983).

  4. R. Nurdinov and F. D. Polyak, in: Summaries of Papers Presented at the 8th Conference of Young Scientists on the Synthesis and Investigation of Biologically Active Compounds [in Russian], Riga (1984), p. 49.

  5. H. T. Nagasawa, P. S. Fraser, and I. A. Elberling, J. Org. Chem., 37, 516 (1977).

    Google Scholar 

  6. P. T. Trapentsier, I. Ya. Kalvin'sh, É. É. Liepin'sh, É. Ya. Lukevits, and V. Ya. Kauss, Khim. Geterotsikl. Soedin., No. 8, 1070 (1985).

    Google Scholar 

  7. Tables of Interatomic Distances and Configrations in Molecules and Ions, The Chemical Society, London (1965).

  8. G. V. Bokii, Crystal Chemistry [in Russian], Nauka, Moscow (1971), p. 355.

    Google Scholar 

  9. Yu. V. Zefirov and P. M. Zorkii, Zh. Struk. Khim., 17, 994 (1976).

    Google Scholar 

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Authors and Affiliations

  1. Institute of Organic Synthesis, Academy of Sciences of the Latvian SSR, 226006, Riga

    A. V. Eremeev, R. Nurdinov, F. D. Polyak, R. M. Zolotoyabko, A. F. Mishnev, M. F. Bundule & Ya. Ya. Bleidelis

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  1. A. V. Eremeev
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  2. R. Nurdinov
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  3. F. D. Polyak
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  4. R. M. Zolotoyabko
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  5. A. F. Mishnev
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  6. M. F. Bundule
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  7. Ya. Ya. Bleidelis
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1327–1332, October, 1985.

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Eremeev, A.V., Nurdinov, R., Polyak, F.D. et al. Reaction of 1,3-thiazolidine-4-carboxylic and 1,4-tetrahydro-thiazine-3-carboxylic acid esters with isocyanates and isothiocyanates and structures of the reaction products. Chem Heterocycl Compd 21, 1086–1091 (1985). https://doi.org/10.1007/BF00515243

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  • DOI: https://doi.org/10.1007/BF00515243

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