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Chemistry of Heterocyclic Compounds

, Volume 9, Issue 7, pp 891–894 | Cite as

N-Anions of heteroaromatic amines

VI. Alkylation of N-anions of heteroaromatic amines in liquid ammonia with alkyl halides and benzyl chloride
  • V. I. Sokolov
  • A. F. Pozharskii
  • B. I. Ardashev
Article
  • 53 Downloads

Abstract

The alkylation of the N-anions of 2- and 4-aminopyridines, 1-aminoisoquinoline, and 2-amino-1-ethylbenzimidazole with C2-C4 alkyl halides in liquid ammonia leads to the formation of a mixture of the products of mono- and dialkylation at the NH2 group (usually with a predominance of the latter). The role of stepwise processes and the yield of the dialkyl derivative increase on passing from alkyl bromides to iodides and from the heavier and branched radicals (C4H9, i-C3H7) to lighter radicals (C2H5).

Keywords

Ammonia Bromide Organic Chemistry Iodide Alkylation 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1975

Authors and Affiliations

  • V. I. Sokolov
    • 1
  • A. F. Pozharskii
    • 1
  • B. I. Ardashev
    • 1
  1. 1.Novocherkassk Polytechnic InstituteNovocherkassk. Rostov State UniversityRostov-on-Don

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