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Synthesis and mass spectra of 4-mono- and 4,4-disubstituted 5,6-tetramethylenetetrahydro-1,3-oxazine-2-thiones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The syntheses and mass spectra of 5,6-tetramethylenetetrahydro-1,3-oxazine-2-thione and its 4-mono- and 4,4-disubstituted analogs are reported. The primary decay processes under electron impact are loss of the 1,3-oxazine ring, formation of hydrocarbon ions, and rearrangement of the [M−C6H9]+ ion.

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Literature Cited

  1. A. S. Moskovkin, A. E. Lyuts, I. V. Miroshnichenko, and B. V. Unkovskii, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 24, 822 (1981).

    Google Scholar 

  2. A. S. Moskovkin, I. V. Miroshnichenko, B. V. Unkovskii, and K. I. Petrov, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 26, 23 (1983).

    Google Scholar 

  3. A. S. Moskovkin, I. V. Miroshnichenko, B. V. Unkovskii, and K. I. Petrov, Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol., 26, 286 (1983).

    Google Scholar 

  4. G. Stájer, A. E. Szabó, F. Fülöp, G. Bernáth, and P. Sohár, Heterocycles, 19, 1191 (1982).

    Google Scholar 

  5. M. Mousseron, F. Winternitz, and M. Mousseron-Canet, C. R. Acad. Sci., 252, 373 (1952).

    Google Scholar 

  6. M. Mousseron, F. Winternitz, and M. Mousseron-Canet, Bull. Soc. Chim. Fr., No. 7/8, 737 (1953).

    Google Scholar 

  7. M. Mousseron, J. Jullien, and F. Winternitz, Bull. Soc. Chim. Fr., No. 9, 873 (1948).

    Google Scholar 

  8. G. Bernáth, K. Kovács, and K. L. Láng, Acta Chim. Hung., 64, 183 (1970).

    Google Scholar 

  9. D. Faracasiu, C. Kascheres, and L. H. Schwartz, J. Am. Chem. Soc., 94, 180 (1972).

    Google Scholar 

  10. I. P. Boiko, A. B. Khasirdzhev, O. I. Zhuk, Yu. F. Malina, Yu. Yu. Samitov, and B. V. Unkovskii, Zh. Org. Khim., 13, 327 (1977).

    Google Scholar 

  11. K. Bast, M. Christl, R. Huisgen, W. Mach, and R. Sustman, Chem. Ber., 103, 3258 (1973).

    Google Scholar 

  12. V. Jager, V. Buss, and W. Schwab, Tetrahedron Lett., No. 38, 3133 (1978).

    Google Scholar 

  13. V. Jager and V. Buss, Liebigs Ann. Chem., No. 1, 101 (1980).

    Google Scholar 

  14. A. B. Khasirdzhev, N. F. Korolenok, and B. V. Unkovskii, USSR Inventor's Certificate No. 423,796; Byull. Izobret., No. 14, 28 (1974).

  15. B. V. Unkovskii, A. V. Khasirdzhev, Yu. F. Malina, T. D. Sokolova, I. P. Boiko, and A. V. Peretokin, Advances in the Chemistry of Nitrogen Heterocycles [in Russian], Izd. Rost. Univ., Rostov-on-Don (1983), p. 118.

    Google Scholar 

  16. E. S. Brodskii, I. M. Lukashenko, I. A. Musaev, é. Kh. Kurashova, and P. I. Sanin, Neftekhimiya, 17, 339 (1977).

    Google Scholar 

  17. V. G. Zaikin, V. I. Smetanin, I. A. Musaev, é. Kh. Kurashova, and P. I. Sanin, Neftekhimiya, 18, 339 (1978).

    Google Scholar 

  18. R. T. Gray and C. Djerassi, Org. Mass Spectrom., 3, 245 (1970).

    Google Scholar 

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Authors and Affiliations

  1. M. V. Lomonosov Moscow Institute of Fine Chemical Technology, USSR

    A. V. Peretokin, A. S. Moskovkin, I. V. Miroshnichenko, M. Ya. Botnikov, Yu. F. Malina & B. V. Unkovskii

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  1. A. V. Peretokin
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  2. A. S. Moskovkin
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  3. I. V. Miroshnichenko
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  4. M. Ya. Botnikov
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  5. Yu. F. Malina
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  6. B. V. Unkovskii
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1668–1672, December, 1989.

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Peretokin, A.V., Moskovkin, A.S., Miroshnichenko, I.V. et al. Synthesis and mass spectra of 4-mono- and 4,4-disubstituted 5,6-tetramethylenetetrahydro-1,3-oxazine-2-thiones. Chem Heterocycl Compd 25, 1390–1393 (1989). https://doi.org/10.1007/BF00473870

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  • DOI: https://doi.org/10.1007/BF00473870

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