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Synthesis of amino-substituted 2-methylcoumarins, chromans, and benzoxepanes and their N-(alkylaminoacyl) derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The isomeric compositions of the products of nitration of 2-methylcoumaran and chroman with acetyl nitrate were determined. More convenient methods for the synthesis of 7-amino-2-methylcoumaran and 8-aminochroman were developed, and 9-amino-1-benzoxepane was obtained for the first time. Alkylaminoacylamino-substituted 2-methylcoumarans, chromans, and 1-benzoxepanes were synthesized. A method for the synthesis of 2-bromocaproyl chloride from caproic acid was developed.

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Literature Cited

  1. G. Lettieri, G. Brancaccio, A. Larizza, and R. Viterbo, J. Med. Chem.,13, 584 (1970).

    Google Scholar 

  2. V. Hach, Collect. Czech. Chem. Commun.,24, 3136 (1959).

    Google Scholar 

  3. A. Eitel, West German Patent No. 1668909; Ref. Zh. Khim., 24N274P (1976).

  4. A. Eitel, West German Patent No. 1903201; Ref. Zh. Khim., 9N258P (1978).

  5. G. Brancaccio, G. Lettieri, and R. Viterbo, J. Heterocycl. Chem.,10, 623 (1973).

    Google Scholar 

  6. V. K. Daukshas, O. Yu. Pyatrauskas, É. B. Udrenaite, P. G. Gaidyalis, and G. A. Gasperavichene, Khim. Geterotsikl. Soedin., No. 8, 1035 (1984).

    Google Scholar 

  7. D. E. Pearson and C. A. Buehler, Synthesis, No. 9, 455 (1971).

    Google Scholar 

  8. G. C. Pimentel and A. L. McClellan, The Hydrogen Bond, Freeman, San Francisco (1960).

    Google Scholar 

  9. A. M. Likhosherstov, N. T. Pryanishnikova, A. S. Lebedeva, I. V. Fedina, and A. P. Skoldinov, Khim.-farm. Zh.,5, No. 6, 22 (1971).

    Google Scholar 

  10. Organic Reactions [Russian translation], Collective Vol. 2, Inostr. Lit. (1950), p. 36.

  11. H. Normant and P. Maitte, Compt. Rend.,234, 1787 (1952).

    Google Scholar 

  12. P. Karrer and H. Fritzsche, Helv. Chim. Acta,22, 657 (1939).

    Google Scholar 

  13. J. Lars, G. Nilsson, H. Selander, H. Sievertsson, I. Skanberg, and K.-G. Svensson, Acta Chem. Scand.,25, 94 (1971).

    Google Scholar 

  14. C. S. Marvel and W. A. Noyes, J. Am. Chem. Soc.,42, 2259 (1920).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 320–324, March, 1987.

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Daukshas, V.K., Pyatrauskas, O.Y. & Purvanyatskas, G.V. Synthesis of amino-substituted 2-methylcoumarins, chromans, and benzoxepanes and their N-(alkylaminoacyl) derivatives. Chem Heterocycl Compd 23, 266–270 (1987). https://doi.org/10.1007/BF00761981

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  • DOI: https://doi.org/10.1007/BF00761981

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