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Recyclization of 4,5-diphenyloxazolin-2-one and -2-thione under the influence of amines

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

4,5-Diphenyl-4-oxazolin-2-one and -2-thione undergo recyclization to 1-substituted 4,5-diphenyl-4-imidazolin-2-ones and -2-thiones, respectively, under the influence of primary amines. The action of hydrazine hydrate on the oxazolone leads to 5,6-diphenyl-1,2,3,4-tetrahydro-1,2,4-triazin-3-one. The corresponding ureas were isolated from the reaction mixtures in a number of cases.

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Literature cited

  1. M. F. Saettone, J. Org. Chem., 31, 1959 (1966).

    Google Scholar 

  2. M. F. Saettone and A. Marsili, Tetrahedron Lett., No. 48, 6009 (1966).

    Google Scholar 

  3. S. Carboni, E. Grothe, and M. F. Saettone, J. Pharm. Sci., 57, 1063 (1968).

    Google Scholar 

  4. O. P. Shvaika and G. P. Klimisha, Dop. Akad. Nauk Ukr. RSR, B, No. 4, 350 (1970).

    Google Scholar 

  5. K. Auwers and H. Maus, Biochem. Ze., 192, 200 (1928).

    Google Scholar 

  6. V. B. Kalcheva and D. Simov, Khim. Geterotsikl. Soedin., No. 10, 1333 (1971).

    Google Scholar 

  7. H. Biltz, Ann., 368, 228 (1909).

    Google Scholar 

  8. J. Kinugawa, M. Ochiru, C. Matsumura, and H. Yamamoto, Chem. Pharm. Bull. (Tokyo), 12, 433 (1964).

    Google Scholar 

  9. M. V. Bhatt, B. H. Iyer, and P. C. Guha, J. Indian Inst. Sci., A, 31, 43 (1949).

    Google Scholar 

  10. H. Biltz, Chem. Ber., 40, 4805 (1907).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1028–1030, August, 1981.

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Kalcheva, V.B., Tsvetanska, L.I. Recyclization of 4,5-diphenyloxazolin-2-one and -2-thione under the influence of amines. Chem Heterocycl Compd 17, 756–758 (1981). https://doi.org/10.1007/BF00503651

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  • DOI: https://doi.org/10.1007/BF00503651

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