Chemistry of Heterocyclic Compounds

, Volume 6, Issue 8, pp 947–951 | Cite as

Investigation on pyran and related compounds

XLII The synthesis of 4-aminocoumarins and the mechanism of the replacement of the halogen in 4-chlorocoumarin
  • V. A. Zagorevskii
  • V. L. Savel'ev
  • L. M. Meshcheryakova


A convenient method for obtaining 4-aminocoumarins by the reaction of 4-chlorocoumarin with amines in dimethyl sulfoxide is proposed. The reactions of 4-chlorocoumarin with CD3ONa in CD3OD and with [N-D1]piperidine, of [3-D1]-4-chlorocoumarin with CH3ONa in CH3OH and with aniline and n-butylamine and of 4-methoxycoumarin with CD3ONa in CD3OD have been studied and the mechanism of nucleophilic and substitution in position 4 of the coumarin system is discussed.


Organic Chemistry Dimethyl Pyran Aniline Sulfoxide 
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Copyright information

© Consultants Bureau, a division of Plenum Publishing Corporation 1973

Authors and Affiliations

  • V. A. Zagorevskii
    • 1
  • V. L. Savel'ev
    • 1
  • L. M. Meshcheryakova
    • 1
  1. 1.Institute of PharmacologyAcademy of Medical Sciences of the USSRMoscow

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