Chemistry of Natural Compounds

, Volume 18, Issue 1, pp 106–111 | Cite as

Synthesis and alkylation of 2-mercapto-4-quinazolone and the fungicidal activities of the compounds obtained

  • Kh. M. Shakhadoyatov
  • S. Yangibaev
  • L. M. Yun
  • Ch. Sh. Kadyrov


A convenient method of obtaining 2-mercapto-4-quinazolone has been developed and the alkylation of its ambidentate anions has been studied. It has been found that they exhibit a dual reactivity in alkylation reactions. It has been shown that alkylated 2-mercapto-4-quinazolones possess a moderate fungicidal activity.


Methyl Iodide Anthranilic Acid Alkylation Reaction Lithium Salt Potassium Thiocyanate 


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Literature cited

  1. 1.
    N. B. Das and A. S. Mitra, J. Indian Chem. Soc.,56, 398 (1979).Google Scholar
  2. 2.
    P. S. Sapatranthi and J. P. Trivedi, J. Indian Chem. Soc.,48, 1021 (1971).Google Scholar
  3. 3.
    M. B. Devani, C. J. Shishoo, U. S. Pathak, and B. G. Shakma, Indian J. Chem.,158, 575 (1977).Google Scholar
  4. 4.
    K. C. Joshi, V. K. Joshi, and V. K. Singh, Indian J. Chem.,11, 430 (1973).Google Scholar
  5. 5.
    R. G. Aflyatunova, N. A. Aliev, Ch. Sh. Kadyrov, and G. S. Supin, Uzb. Khim. Zh., Dep. VINITI No. 1446 (1975).Google Scholar
  6. 6.
    K. Giyasov, N. A. Aliev, and Ch. Sh. Kadyrov, Uzb. Khim. Zh., 32 (1978).Google Scholar
  7. 7.
    A. I. Ginak and E. G. Sochilin, Zh. Org. Khim.,3, 1711 (1967).Google Scholar
  8. 8.
    A. I. Ginak, E. G. Sochilin, V. V. Barmina, and E. G. Sochilin, Khim. Geterotsikl. Sodien.,2, 189 (1971).Google Scholar
  9. 9.
    M. M. Yusupov, R. A. Kozak, and N. K. Rozhkova, Uzb. Khim. Zh., No. 2, 63 (1973).Google Scholar
  10. 10.
    R. A. Kozak, N. K. Rozhkova, and M. M. Yusupov, Uzb. Khim. Zh., No. 2, 47 (1979).Google Scholar
  11. 11.
    A. Masias, D. Torres, and I. P. Beletskaya, Zh. Org. Khim.,15, 665, 669 (1979).Google Scholar
  12. 12.
    A. Masias, D. Torres, and I. P. Beletskaya, Zh. Org. Khim.,15, 889 (1979).Google Scholar
  13. 13.
    K. A. V'yunov, A. I. Ginak, and E. G. Sochilin, Zh. Org. Khim.,15, 1302 (1979).Google Scholar
  14. 14.
    A. A. Volkova, K. A. V'yunov, A. I. Ginak, and E. G. Sochilin, Zh. Org. Khim.,15, 1718 (1979).Google Scholar
  15. 15.
    A. A. Volkova, K. A. V'yunov, A. I. Ginak, S. M. Ramsh, and E. G. Sochilin, Zh. Org. Khim.,16, 119, 122 (1980).Google Scholar
  16. 16.
    Kh. M. Shakhidoyatov, L. M. Yun, and Ch. Sh. Kadyrov, Khim. Geterotskil. Soedin., 105 (1978).Google Scholar
  17. 17.
    L. M. Yun, S. A. Makhmudov, Kh. M. Shakhidoyatov, Ch. Sh. Kadyrov, and S. S. Kasymova, Khim. Prir. Soedin., 680 (1980).Google Scholar
  18. 18.
    M. Seth and N. M. Khanna, Indian J. Chem.,14B, 536 (1976).Google Scholar
  19. 19.
    D. S. Bariana, H. S. Sachdev, and K. S. Narang, J. Indian Chem. Soc.,32, No. 6, 648 (1955).Google Scholar
  20. 20.
    R. P. Vel'tman, Ukr. Khim. Zh.,21, 344 (1955).Google Scholar
  21. 21.
    C. Parkanyl and A. Vystrcil, Chem. Listy,50, 106 (1956); Chem. Abstr.,50, 4675 (1956).Google Scholar
  22. 22.
    J. C. Howard and C. Klein, J. Org. Chem.,27, 3701 (1962).CrossRefGoogle Scholar
  23. 23.
    H. Rupe, Chem. Ber.,30, 1097 (1897).CrossRefGoogle Scholar
  24. 24.
    D. S. Bariana, H. S. Sachdev, and K. S. Narang,32, 647 (1965).Google Scholar
  25. 25.
    G. M. Kheifets, L. A. Gavrilova, E. V. Karshinskaya, and Zh. I. Mekhanik, Zh. Org. Khim.,15, 1294 (1979).Google Scholar
  26. 26.
    P. Soher, J. Heterocycl. Chem.,6, 163 (1969).CrossRefGoogle Scholar
  27. 27.
    P. N. Bhargava and S. Prakash, J. Indian Chem. Soc.,54, 891 (1977).Google Scholar
  28. 28.
    P. N. Bhargava and H. D. Singh, Indian J. Chem.,15B, 659 (1977).Google Scholar
  29. 29.
    A. K. Gupta, K. C. Agar Wal, and P. K. Seth, Indian J. Chem.,14B, 1000 (1976).Google Scholar
  30. 30.
    R. P. Gupta, M. L. Sachdeva, R. N. Handa, and H. K. Puyri, Indian J. Chem.,16B, 537 (1978).Google Scholar
  31. 31.
    S. R. Lawrence and E. S. Waight, J. Chem. Soc.,1B (1968).Google Scholar
  32. 32.
    Ya. V. Rashkes, R. F. Ambartsumova, V. A. Saprykina, and N. K. Tozhkova, Zh. Org. Khim.,14, 1980 (1978).Google Scholar
  33. 33.
    J. Deutsh, Z. Neiman, and F. Bergman, Org. Mass Spectrom.,3, 1219 (1970).CrossRefGoogle Scholar
  34. 34.
    Kh. M. Shakhidoyatov, A. Irisbaev, and N. P. Abdullaev, in: Plant Growth Regulators and Herbicides [in Russian], Tashkent (1978), p. 166.Google Scholar
  35. 35.
    K. Butter and M. W. Partridge, J. Chem. Soc., 1512 (1959).Google Scholar

Copyright information

© Plenum Publishing Corporation 1983

Authors and Affiliations

  • Kh. M. Shakhadoyatov
  • S. Yangibaev
  • L. M. Yun
  • Ch. Sh. Kadyrov

There are no affiliations available

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