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Synthesis of lepidine and its derivatives from aromatic amines and quaternary salts of Mannich bases

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A quaternary salt of 4-(diethylamino)butan-2-one, methyldiethyl-3-ketobutylammonium methyl sulfate, is used as an alkylating agent to synthesize lepidine and 1-phenyllepidine salts. The method gives good yields, under mild conditions, of lepidine and 1-phenyllepidine perchlorate. An intermediate product is isolated, and a reaction mechanism suggested.

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References

  1. B. I. Ardashev and E. Sh. Kagan, ZhOKh, 34, 2228, 1964.

    Google Scholar 

  2. E. Sh. Kagan and B. I. Ardashev, ZhOKh, 35, 303, 1965.

    Google Scholar 

  3. D. W. Heseltine and L. G. S. Brooker, U.S. Patent no. 2578304(1951); C. A., 46, 8680, 1952.

  4. D. W. Heseltine and L. G. S. Brooker, U. S. patent no. 2636035 (1953); C. A., 56659, 1955.

  5. R. Elderfield, Heterocyclic Compounds [Russian translation], IL, Moscow, 4, 168, 1955.

    Google Scholar 

  6. G. T. Pilyugin and B. M., Gutsulyak, Usp. Khim., 32, 391, 1963.

    Google Scholar 

  7. B. I. Ardashev and B. A., Tertov, ZhOKh, 29, 3050, 1959.

    Google Scholar 

  8. U. S. Patent no, 2578303, (1951); C. A. 46, 8680, 1952.

  9. G. I. Denis and P. F. Butskus, Izvestiya VUZ USSR, Khim. i khim. tekhnol., 4, 426, 1961.

    Google Scholar 

  10. B. A. Porai-Koshits, Author's Certificate no. 47297, 1936.

  11. A. T. Babayan and N. P. Gambaryan, ZhOKh, sb. 1, 666, 1953.

    Google Scholar 

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Authors and Affiliations

  1. Novocherkassk Polytechnik Institute, USSR

    B. I. Ardashev, E. Sh. Kagan, V. V. Mezheritskii & T. F. Sidorova

Authors
  1. B. I. Ardashev
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  2. E. Sh. Kagan
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  3. V. V. Mezheritskii
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  4. T. F. Sidorova
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Ardashev, B.I., Kagan, E.S., Mezheritskii, V.V. et al. Synthesis of lepidine and its derivatives from aromatic amines and quaternary salts of Mannich bases. Chem Heterocycl Compd 2, 177–179 (1967). https://doi.org/10.1007/BF00480965

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  • DOI: https://doi.org/10.1007/BF00480965

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