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OxO- and thioxo-1,3-thiazines (review)

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Literature reports on the methods of synthesis, chemical properties, and tautomerism of oxo- and thioxo-1,3-thiazines have been summarized.

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Literature cited

  1. E. N. Cain and R. N. Warrener, Austral. J. Chem., 23, 51 (1970).

    Google Scholar 

  2. G. Simchen and G. Entenmann, East German Pat. No. 2 010 558; Chem. Abstr., 76, 3181 (1972).

    Google Scholar 

  3. G. Simchem and G. Entenmann, Liebigs Ann., 8, 1249 (1977).

    Google Scholar 

  4. G. Simchem and J. Wenzelburger, Chem. Ber., 103, 413 (1970).

    Google Scholar 

  5. J. Kaválek, S. El-Bahaie, V. Machacek, and V. Sterba, Coll., 45, 732 (1980).

    Google Scholar 

  6. R. N. Warrener and E. N. Cain, Tetrah. Lett., 28, 3225 (1966).

    Google Scholar 

  7. R. N. Warrener and E. N. Cain, Tetrah. Lett., 28, 3231 (1966).

    Google Scholar 

  8. J. Imrich and P. Kristain, Coll, 47, 3268 (1962).

    Google Scholar 

  9. M. Dzurilla and P. Kristian, Coll., 41, 1388 (1976).

    Google Scholar 

  10. R. Shabana, J. B. Rasmussen, and S.-O. Lawesson, Bull. Soc. Chim. Belges, 90, 75 (1981).

    Google Scholar 

  11. M. Yukoyama, Y. Sawachi, and T. Isso, J. Org. Chem., 38, 802 (1973).

    Google Scholar 

  12. M. Yokoyama, M. Nakamura, H. Otheki, T. Imamoto, and K. Yamagushi, J. Org. Chem., 47, 1090 (1982).

    Google Scholar 

  13. M. Yukoyama, M. Nakamura, T. Imamoto, and K. Yamagushi, Chem. Commun., No. 11, 560 (1981).

    Google Scholar 

  14. M. R. Atkinson, G. Shaw, K. Schaffner, and R. N. Warrener, J. Chem. Soc., No. 10, 3847 (1956).

    Google Scholar 

  15. T. Nishio and Y. Omote, J. Chem. Soc., Perkin I, No. 9, 2149 (1982).

    Google Scholar 

  16. M. Muraoke, T. Yamamoto, S. Yamagushi, F. Tonosaki, T. Takeshima, and N. Fukada, J. Chem. Soc., Perkin I, No. 11, 1273 (1977).

    Google Scholar 

  17. J. Goerdeler, M.-L. Tiedt, and K. Nandi, Chem. Ber., 114, 2713 (1981).

    Google Scholar 

  18. H. J. Bestmann and I. Schmidt, Tetrah. Lett., No. 21, 2401 (1980).

    Google Scholar 

  19. J. Goerdeler and H. Luedke, Chem. Ber., 103, 3393 (1970).

    Google Scholar 

  20. K. Seifert, S. Johne, and A. Shaks, East German Pat. No. 149 807; Chem. Abstr., 96, 52326 (1982).

    Google Scholar 

  21. I. Goerdeler and K. H. Koehler, Tetrah. Lett., No. 34, 2961 (1976).

    Google Scholar 

  22. G. L'Abbe, J.-P. Dekerk, and M. De Ketele, Bull. Soc. Chim. Belges, 91, 243 (1982).

    Google Scholar 

  23. G. L'Abbe, P. Vangheluwe, and S. Toppet, Bull. Soc. Chim. Belges, 92, 61 (1983).

    Google Scholar 

  24. J. S. Meslin and H. Quiniou, Synthesis, No. 4, 298 (1974).

    Google Scholar 

  25. J. C. Meslin and H. Quiniou, Tetrahedron, 31, 3055 (1975).

    Google Scholar 

  26. E. Fisher, I. Hartmann, and H. Priebs, Z. Chem., 15, 480 (1975).

    Google Scholar 

  27. J. W. Lown and J. C. N. Ma, Canad. J. Chem., 45, 939 (1967).

    Google Scholar 

  28. E. Winterfeldt and J. M. Nelke, Chem. Ber., 100, 3671 (1967).

    Google Scholar 

  29. L. I. Giannola, S. Palazzo, P. Agozzino, L. Lamartina, and L. Cerualo, J. Chem. Soc., Perkin I, No, 11, 1428 (1978).

    Google Scholar 

  30. U. Voegeli, W. Von Philipsborn, K. Nagarajan, and M. D. Nair, Helv. Chim. Acta, 61, 607 (1978).

    Google Scholar 

  31. G. Dallas, J. W. Lown, and J. C. N. Ma, J. Chem. Soc., C, No. 20, 2510 (1968).

    Google Scholar 

  32. H. Tanaka and A. Yikoyama, Chem. Pharm. Bull, 10, 13 (1962).

    Google Scholar 

  33. A. Yokoyama and H. Tanaka, Chem. Pharm. Bull., 12, 683 (1964).

    Google Scholar 

  34. Y. Kishida and T. Atsusuke, Chem. Pharm. Bull., 16, 1351 (1968).

    Google Scholar 

  35. E. Akerblom, Chem. Ser., 6, 35 (1974).

    Google Scholar 

  36. E. G. Kataev, L. K. Konovalova, and E. G. Yarkova, Zh. Org. Khim., 5, 621 (1969).

    Google Scholar 

  37. J. W. Lown and J. C. N. Ma, Canad. J. Chem., 45, 953 (1967).

    Google Scholar 

  38. A. K. Mushkalo and G. Ya. Yangol', Ukr. Khim. Zh., 21, 732 (1955).

    Google Scholar 

  39. E. Ziegler, US Pat. No. 3,062,816; Chem. Abstr., 58, 6841 (1963).

    Google Scholar 

  40. E. Steiner and E. Ziegler, Monatsh. Chem., 95, 1550 (1964).

    Google Scholar 

  41. W. Schroth, G. Dill, Nguyen Thi Kim Dung, Nguyen Thi Mai Khoi, Phan Thi Binh, H. J. Waskiewicz, and A. Z. Hildebrandt, Z. Chem., 14, 52 (1974).

    Google Scholar 

  42. W. Schroth, G. Dill, and A. Hildebrandt, East German Pat. No. 106 650; Chem. Abstr., 82, 73011 (1975).

    Google Scholar 

  43. A. N. Mirskova, A. S. Atavin, G. G. Levkovskaya, and P. V. Lidina, in: Abstr. Reports, 13th Scientific Session on the Chemistry and Technology of Organic Sulfur Compounds and Sulfur-Containing Petroleum [in Russian], Zinatne, Riga (1974), p. 196.

    Google Scholar 

  44. R. N. Warrener and E. N. Cain, Chem. Ind., 48, 1989 (1964).

    Google Scholar 

  45. R. N. Warrener and E. N. Cain, Austral. J. Chem., 21, 785 (1971).

    Google Scholar 

  46. J. L. Garraway, J. Chem. Soc., No. 10, 4077 (1962).

    Google Scholar 

  47. G. Goerdeler and H. Horstmann, Chem. Ber., 93, 663 (1960).

    Google Scholar 

  48. L. B. Dashkevich, V. G. Beilin, N. A. Baranova, E. N. Kirillova, S. P. Saenchuk, and G. G. Verga, in: The Chemistry of Dicarbonyl Compounds. Abstr. Reports, 3rd All-Union Conference on the Occasion of the 80th Birthday of Academician of the Academy of Sciences of the Latvian SSR Gustav Vanag [in Russian], Riga (1971), p. 54.

  49. V. G. Beilin, L. B. Dashkevich, and E. N. Kirillova, Zh. Org. Khim., 6, 2609 (1970).

    Google Scholar 

  50. L. B. Dashkevich, V. G. Beilin, and E. N. Kirillova, Inventor's Cert. (USSR) No. 291,920; Publ. in Byull. Izobret., No. 4, 70 (1971).

  51. J. C. Martin, K. C. Bronnock, and R. C. Menn, J. Org. Chem., 31, 2966 (1966).

    Google Scholar 

  52. W. Zankowska-Jasinka and J. Eilmes, Roczn. Chem., 50, 1059 (1976).

    Google Scholar 

  53. T. Zawisza, E. Wagner, J. Matczakova, and T. Jacobiec, Arch. Immunol. Ther. Exp., 26, 943 (1978).

    Google Scholar 

  54. T. Zawisza, J. Matczak, S. H. Kowalczyk-Bronisz, and T. Jacobiec, Arch. Immunol. Ther. Exp., 29, 235 (1981).

    Google Scholar 

  55. L. I. Khirul'kova, V. G. Beilin, and L. B. Dashkevich, in: Results and Prospects in the Search for New Drugs at the Leningrad Institute for Pharmeceutical Chemistry. Abstr. Reports [in Russian], Leningrad (1979), p. 27.

  56. E. Ziegler and E. Steiner, Monatsh. Chem., 95, 495 (1964).

    Google Scholar 

  57. E. Ziegler and E. Steiner, Monatsh. Chem., 96, 548 (1962).

    Google Scholar 

  58. E. Ziegler and H. Biemann, Monatsh. Chem., 93, 34 (1962).

    Google Scholar 

  59. E. Ziegler and R. Wolf, Monatsh. Chem., 95, 1061 (1964).

    Google Scholar 

  60. V. G. Beilin, V. A. Gindin, E. N. Kirillova, and L. B. Dashkevich, Khim. Geterotsikl. Soedin, No. 8, 1042 (1976).

    Google Scholar 

  61. N. A. Baranova, V. G. Beilin, L. B. Dashkevich, and L. I. Khitul' kova, in: Results and Prospects in the Search for New Drugs at the Leningrad Institute for Pharmaceutical Chemistry. Abstr. Reports [in Russian], Leningrad (1979), p. 28.

  62. T. Kappe, G. Lang, and E. Ziegler, Naturforschung, 29B, 258 (1974).

    Google Scholar 

  63. L. B. Dashkevich and V. M. Siraya, Zh. Obshch. Khim., 32, 2330 (1960).

    Google Scholar 

  64. V. G. Beilin, V. A. Gindin, L. B. Dashkevich, V. N. Kuklin, and L. I. Khirul'kova, in: Results and Prospects in the Search for New Drugs at the Leningrad Institute for Pharmaceutical Chemistry. Abstr. Reports [in Russian], Leningrad (1979), p. 31.

  65. E. Ziegler and E. Steiner, Monatsh. Chem., 95, 495 (1964).

    Google Scholar 

  66. J. C. Martin and R. N. Meen, US Pat. No 3 408 348; Chem. Abstr., 70 11709 (1969).

    Google Scholar 

  67. J. C. Martin and K. C. Bronnock, US Pat. No. 3 373 159; Chem. Abstr., 69, 59254 (1968).

    Google Scholar 

  68. V. G. Beilin, V. A. Gindin, and B. Ya. Simkin, Khim. Geterotsikl. Soedin., No. 4, 481 (1979).

    Google Scholar 

  69. H. C. Scarborough and C. A. Hanning, US Pat, No 3 336 305; Chem. Abstr., 68, 12968 (1968).

    Google Scholar 

  70. V. G. Beilin, E. N. Kirillova, L. B. Dashkevich, A. A. Lebdev. and N. S. Malachevskaya, Khim.-farm. Zh., No. 1, 20 (1980).

    Google Scholar 

  71. V. G. Beilin, E. N. Kirillova, and L. B. Dashkevich, Inventor's Cert. (USSR) No. 596,583; Publ. in Byull. Izobret., No. 9, 107 (1978).

  72. V. G. Beilin, V. A. Gindin, V. N. Kuklin, and L. B. Dashkevich, Khim. Geterotsikl. Soedin., No. 1, 44 (1979).

    Google Scholar 

  73. E. Ziegler and E. Kiesewetter, Monatsh. Chem., 96, 659 (1965).

    Google Scholar 

  74. L. M. Manoilova, E. N. Kirillova, V. G. Beilin, T. N. Zozulya, and L. B. Dashkevich, Khim.-farm. Zh., No. 10, 89 (1976).

    Google Scholar 

  75. V. G. Beilin, E. N. Kirillova, and L. B. Dashkevich, Inventor's Cert. (USSR) No. 412,186; Publ. in Byull Izobret., No. 3, 96 (1974).

  76. V. G. Beilin, I. M. Ginzburg, E. N. Kirillova, and L. B. Dashkevich, Zh. Org. Khim., 13, 1333 (1977).

    Google Scholar 

  77. R. N. Warrener and E. N. Cain, Chem. Ind., No. 7, 591 (1982).

    Google Scholar 

  78. M. Yokoyama, S. Yoshida, and T. Imamoto, Synthesis, No. 7, 591 (1982).

    Google Scholar 

  79. Y. Yamamoto, S. Ohnishi, A. Moroi, and A. Yoshida, Chem. Commun., No. 1, 56 (1983).

    Google Scholar 

  80. K. Tomito and T. Murakami, Jap. Pat. No. 7 920 504; Chem. Abstr., 91, 157 755 (1979).

    Google Scholar 

  81. H. M. Blather and G. Stevens, US Pat. No. 3 098 071; Chem. Abstr., 60, 1766 (1964).

    Google Scholar 

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Authors and Affiliations

  1. Leningrad Institute for Pharmaceutical Chemistry, 197022, Leningrad

    G. A. Mironova, V. N. Kuklin, E. N. Kirillova & B. A. Ivin

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  1. G. A. Mironova
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  2. V. N. Kuklin
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  3. E. N. Kirillova
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  4. B. A. Ivin
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 3–16, January, 1986.

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Mironova, G.A., Kuklin, V.N., Kirillova, E.N. et al. OxO- and thioxo-1,3-thiazines (review). Chem Heterocycl Compd 22, 1–13 (1986). https://doi.org/10.1007/BF00515414

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