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Reaction of 1,3- hydroxylamino oximes with formaldehyde, acetaldehyde, and acetone

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The products of condensation of 1,3-hydroxylamino oximes with formaldehyde have 1-hydroxy-1,2,5,6-tetrahydropyrimidine 3-oxide (cyclic form) structures, the products of condensation with acetone have N-(3-oximino-substituted)-α,α-dimethylnitrone (open form) structures, and the products of condensation with acetaldehyde exist in solution in the form of a tautomeric mixture of the open and cyclic forms. The products of condensation of alkyl-aromatic 1,3-hydroxylamino oximes with acetaldehyde have N-(3-oximino-substituted)-α-nitrone (open form) structures.

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Literature cited

  1. L. B. Volodarskii, Khim. Geterotskil. Soedin., No. 10, 1299 (1973).

    Google Scholar 

  2. A. Ya. Tikhonov and L. B. Volodarskii, Zh. Org. Khim., 9, 770 (1973).

    Google Scholar 

  3. A. Ya. Tikhonov and L. B. Volodarskii, Izv. Akad. Nauk SSSR, Ser. Khim., 2372 (1973).

  4. A. Ya. Tikhonov and L. B. Volodarskii (Volodarsky), Tetrahedron Lett., 2721 (1975).

  5. J. Hamer and A. Macaluso, Chem. Rev., 64, 474 (1964).

    Google Scholar 

  6. G. R. Delpierre and M. Lamchen, Quart. Rev., 19, 329 (1965).

    Google Scholar 

  7. L. S. Kaminsky and M. Lamchen, J. Chem. Soc., B, 1085 (1968).

    Google Scholar 

  8. J. E. Baldwin, A. K. Qureshi, and B. Sklarz, Chem. Commun., 373 (1968).

  9. R. Z. Sagdeev, Yu. N. Molin, G. A. Kutikova, and L. B. Volodarskii, Teor. i Éksp. Khim., 6, 220 (1970).

    Google Scholar 

  10. L. B. Volodarskii and A. Ya. Tikhonov, Zh. Org. Khim., 6, 307 (1970).

    Google Scholar 

  11. L. Bellamy, New Data on the IR Spectra of Complex Molecules [Russian translation], Mir, Moscow (1971), p. 58.

    Google Scholar 

  12. R. É. Valter, Usp. Khim., 43, 1417 (1974).

    Google Scholar 

  13. Yu. G. Putsykin and L. B. Volodarskii, Izv. Sibirsk, Otd. Akad. Nauk SSSR, Ser. Khim., 9, 4, 86 (1969).

    Google Scholar 

  14. A. Belly, F. Petrus, and J. Verducci, Bull. Soc. Chim. France, 1395 (1973).

  15. J. F. Elsworth and M. Lamchen, J. Chem. Soc., C, 2423 (1968).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 252–258, February, 1977.

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Tikhonov, A.Y., Volodarskii, L.B. Reaction of 1,3- hydroxylamino oximes with formaldehyde, acetaldehyde, and acetone. Chem Heterocycl Compd 13, 201–207 (1977). https://doi.org/10.1007/BF00497878

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  • DOI: https://doi.org/10.1007/BF00497878

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