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Arylation of monothiobarbituric acid with arenediazonium salts

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The first product under the conditions of O,S-arylation of monothiobarbituric acid is 5-aryl-hydrazonomonothiobarbituric acid. S-arylation then occurs to form the S-aryl ester of 5-arylhydrazonomonothiobarbituric acid. Further arylation leads to the O,S-diaryl esters of 5-arylhydrazonomonothiobarbituric acid. These esters are hydrolyzed under the influence of acids, alkalis, or hydrazine hydrate to thiophenols and phenols.

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Literature cited

  1. E. P. Nesynov, M. M. Besprozvannaya, and P. S. Pel'kis, Dokl. Akad. Nauk Ukr. RSR, 27 (1969).

  2. E. P. Nesynov and P. S. Pel'kis, Ukr. Khim. Zh., 33, 725 (1967).

    Google Scholar 

  3. E. P. Nesynov, M. M. Besprozvannaya, and P. S. Pel'kis, Zh. Organ. Khim., 2, 1891 (1966); 6, 540 (1970); Khim. Geterotsikl. Soedin., No. 3, 202 (1971).

    Google Scholar 

  4. E. P. Nesynov, M. M. Besprozvannaya, and P. S. Pel'kis, Zh. Organ. Khim., 6, 805 (1970).

    Google Scholar 

  5. R. G. Dubenko, E. F. Gorbenko, and P. S. Pel'kis, Khim. Geterotsikl. Soedin., No. 3, 199 (1971).

    Google Scholar 

  6. O. Kühling, Ber., 31, 1972 (1898).

    Google Scholar 

  7. Beilstein, H6, 326.

  8. A. Schönberg, L. V. Vargha, and W. Paul, Ann., 483, 107 (1930).

    Google Scholar 

  9. Houben-Weyl, Methoden der Organische Chemie [Russian translation], Vol. 2, Moscow (1963), p. 357.

    Google Scholar 

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We thank P.S. Pel'kis for his attention and interest in this research.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1271–1275, September, 1971.

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Nesynov, E.P., Besprozvannaya, M.M. Arylation of monothiobarbituric acid with arenediazonium salts. Chem Heterocycl Compd 7, 1194–1197 (1971). https://doi.org/10.1007/BF00510036

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  • DOI: https://doi.org/10.1007/BF00510036

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