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Synthesis of 4-chloro-7-dialkylaminocoumarins

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A series of 4-chloro-7-dialkylaminocoumarins has been synthesized by heating m-diethylaminophenol, m-N-piperidinophenol, m-N-morpholinophenol, and 8-hydroxyjulolidine, respectively, with malonic acids in the presence of excess phosphorus oxychloride. The feasibility of preparing other 4-substituted 7-aminocoumarins from these 4-chloro derivatives has been demonstrated using as an example the reactions of 4-chloro-7-diethylaminocoumarins with sodium ethoxide, hydrazine, and dibutylamine. The spectral and luminescence characteristics of these newly synthesized compounds have been investigated.

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Literature Cited

  1. I. I. Grandberg, L. K. Denisov, and O. A. Popova,Khim. Geterotsikl. Soedin., No. 2, 147 (1987).

    Google Scholar 

  2. A. Knierzinger and O. S. Wolfbeis,J. Hetrocycl. Chem. 17, 225 (1980).

    Google Scholar 

  3. L. Fieser and M. Fieser,Reagents for Organic Synthesis, Vol. 1, Wiley, New York (1967), p. 88.

    Google Scholar 

  4. M. A. Kirpichenok, S. L. Levchenko, and I. I. Grandberg,Khim. Geterotsikl. Soedin., No. 10, 1324 (1987).

    Google Scholar 

  5. M. A. Kirpichenok, I. I. Grandberg, L. K. Denisov, and L. M. Mel'nikova,Izv. Timir. Shk. Akad., No. 3, 172 (1985).

    Google Scholar 

  6. H. Gunther,Introduction to NMR Spectroscopy [Russian translation], Mir, Moscow (1984), p. 478.

    Google Scholar 

  7. S. K. Gorozhankin, M. A. Kirpichenok, N. A. Klyuev, and I. I. Grandberg,Izv. Timir. Skh. Akad., No. 4, 151 (1986).

    Google Scholar 

  8. A. P. Grekov and V. Ya. Veselov,Usp. Khim. 47, 1200 (1978).

    Google Scholar 

  9. S. Parker,Photoluminescence of Solutions [Russian translation], Mir, Moscow (1972).

    Google Scholar 

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Authors and Affiliations

  1. K. A. Timiryazev Moscow Agricultural Academy, Moscow

    M. A. Kirpichenok, S. K. Gorozhankin & I. I. Grandberg

Authors
  1. M. A. Kirpichenok
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  2. S. K. Gorozhankin
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  3. I. I. Grandberg
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 830–835, June, 1990.

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Kirpichenok, M.A., Gorozhankin, S.K. & Grandberg, I.I. Synthesis of 4-chloro-7-dialkylaminocoumarins. Chem Heterocycl Compd 26, 693–697 (1990). https://doi.org/10.1007/BF00756428

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  • DOI: https://doi.org/10.1007/BF00756428

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