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Preparation of N-arylamino-2-pyrrolidones from arylhydrazides of γ-chlorobutyric acid

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Intramolecular alkylation of the arylhydrazides of γ-chlorobutyric acid in the presence of sodium ethoxide leads to the formation of N-arylamino-2-pyrrolidones. The direction of the reaction is not altered by the absence of a substituent on the aniline nitrogen atom. In the case of a p-nitrophenyl-hydrazide, O-alkylation is observed.

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Literature Cited

  1. V. P. Zhestkov and Yu. N. Portnov, Khim. Geterotsikl. Soedin., No. 2, 279 (1985).

    Google Scholar 

  2. S. S. Kukalenko and N. A. Gracheva, Khim. Geterotsikl. Soedin., No. 6, 773 (1971).

    Google Scholar 

  3. A. W. D. Avison and A. Z. Morrison, J. Chem. Soc., 1474 (1950).

  4. D. Enders, S. Braner-Scheib, and P. Fey, Synthesis, No. 3, 393 (1985).

    Google Scholar 

  5. Yu. N. Portnov, B. G. Zabrodnyaya, V. G. Voronin, and A. N. Kost, Khim. Geterotsikl. Soedin., No. 11, 1485 (1983).

    Google Scholar 

  6. L. J. Bellamy (.), The Infrared Spectra of Complex Molecules, 3rd. edn., Halsted, New York (1975).

    Google Scholar 

  7. N. M. Sergeev, Proton NMR Spectroscopy, Izd. MGU, Moscow (1981), p. 66.

    Google Scholar 

  8. J. D. Entwistle, R. A. Johnstone, and H. Wilby, Tetrahedron, 38, 419 (1982).

    Google Scholar 

  9. E. Hyde, Chem. Ber., 32, 1811, (1899).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 474–478, April, 1987.

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Blokhina, A.V., Boronin, V.G., Druzhinina, V.V. et al. Preparation of N-arylamino-2-pyrrolidones from arylhydrazides of γ-chlorobutyric acid. Chem Heterocycl Compd 23, 395–399 (1987). https://doi.org/10.1007/BF00546732

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  • DOI: https://doi.org/10.1007/BF00546732

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