Chemistry of Heterocyclic Compounds

, Volume 28, Issue 1, pp 43–47 | Cite as

1-Acetyl-2-chloro-3-iminoindoline hydrochloride and its N-acetyl derivatives in nucleophilic substitution reactions

  • V. S. Velezheva
  • S. Yu. Ryabova
  • A. I. Mel'man
  • V. I. Pol'shakov
Article
  • 33 Downloads

Abstract

It is shown that the chlorine atom in position 2 of 1-acetyl-2-chloro-3-iminoindoline hydrochloride is readily substituted on treatment with secondary amines and thiophenol. The products of nucleophilic reaction are isolated as 2-substituted 3-aminoindoles or 3-acetylaminoindoles, and as 2-substituted 1-acetyl-3-indolinones. The latter are also formed from 1-acetyl-3-indolinone by successive bromination and treatment with secondary amines.

Keywords

Organic Chemistry Chlorine Hydrochloride Chlorine Atom Secondary Amine 

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Literature cited

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    V. S. Velezheva, A. I. Mel'man, V. I. Pol'shakov, and O. S. Anisimova, Khim. Farm. Zh. (awaiting publication).Google Scholar

Copyright information

© Plenum Publishing Corporation 1992

Authors and Affiliations

  • V. S. Velezheva
    • 1
  • S. Yu. Ryabova
    • 1
  • A. I. Mel'man
    • 1
  • V. I. Pol'shakov
    • 1
  1. 1.S. Ordzhonikidze All-Union Chemical and Pharmaceutical Research InstituteMoscow

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