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Cyclization reactions of nitriles. 28. Synthesis and reactions of 3β-acetoxy-2′-methyl-5′-cyanoandrost-5-eno[17,16-c]pyridine-6′ (1′H)-thione

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

3β-Acetoxy-2′-methyl-5′-cyanoandrost-5-eno[17,16-c]pyridine-6′(1′H)-thione was obtained by thiylation of 16α-dicyanomethyl-3β-hydroxypregn-5-en-20-one acetate, and its alkylation by chloroacetonitrile and phenacyl bromide was studied. The same thione was also synthesized by treating the corresponding 6′-bromo-2′-methyl-5′-cyanoandrost-5-eno[17,16-c]pyridine with urea.

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Literature Cited

  1. A. V. Kamernitskii, G. V. Klokol, Yu. A. Sharanin, V. K. Promonenkov, V. P. Litvinov, V. S. Bogdanov, V. N. Nesterov, V. E. Shklover, and Yu. T. Struchkov, Zh. Org. Khim. (in print).

  2. Yu. A. Sharanin, V. K. Promonenkov, and A. M. Shestopalov, Zh. Org. Khim.,18, 630 (1982).

    Google Scholar 

  3. A. M. Shestopalov, V. K. Promonenkov, Yu. A. Sharanin, L. A. Rodinovskaya, and S. Yu. Sharanin, Zh. Org. Khim.,20, 1517 (1984).

    Google Scholar 

  4. L. Fieser and M. Fieser, Organic Chemistry [Russian translation], Vol. 1, Khimiya, Moscow (1970).

    Google Scholar 

  5. D. H. R. Barton and E. Miller, J. Am. Chem. Soc.,72, 1066 (1950).

    Google Scholar 

  6. Intramolecular Interaction of Nitrile and C-H-, 0-H-, and S-H-Groups [in Russian], F. S. Babichev, editor, Naukova Dumka, Kiev (1985).

    Google Scholar 

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Communication 27, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 943–946, July, 1988.

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Sharanin, Y.A., Klokol, G.V. Cyclization reactions of nitriles. 28. Synthesis and reactions of 3β-acetoxy-2′-methyl-5′-cyanoandrost-5-eno[17,16-c]pyridine-6′ (1′H)-thione. Chem Heterocycl Compd 24, 775–778 (1988). https://doi.org/10.1007/BF00633174

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  • DOI: https://doi.org/10.1007/BF00633174

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