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Chemistry of Heterocyclic Compounds

, Volume 17, Issue 4, pp 401–406 | Cite as

Synthesis of macroheterocyclic compounds on the basis of 3-chloro-2-hydrazinoquinoxaline

  • V. M. Dziomko
  • M. N. Stopnikova
  • L. V. Shmelev
  • Yu. S. Ryabokobylko
  • G. M. Adamova
  • M. Z. Gurevich
  • R. V. Poponova
Article
  • 30 Downloads

Abstract

2-Amino-1-[(3-chloro-2-quinoxalinyl)azo]naphthalene was obtained by oxidative coupling of 3-chloro-2-hydrazinoquinoxaline with 2-aminonaphthalenesulfonic acid; cross self-cyclization of the product was used to synthesize macrocyclic compounds, viz., [1,2,5,8,9,12]hexaazacyclotetradecene derivatives. 4-[(3-Chloro-2-quinoxalinyl)azo]-5-chloro-3-methyl-1-phenylpyrazole was obtained by the reaction of the 4-(3-chloro-2-quinoxalinyl)hydrazone of 2,4-dihydro-5-methyl-2-phenyl-3H-pyrazole-3,4-dione with POCl3. Reaction of this product with 2,2′-diaminoazobenzene under standard conditions gave [1,2,5,8,9,12]-hexaazacyclotetradecene derivatives.

Keywords

Organic Chemistry Naphthalene Standard Condition Dione Hydrazone 
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 1981

Authors and Affiliations

  • V. M. Dziomko
    • 1
  • M. N. Stopnikova
    • 1
  • L. V. Shmelev
    • 1
  • Yu. S. Ryabokobylko
    • 1
  • G. M. Adamova
    • 1
  • M. Z. Gurevich
    • 1
  • R. V. Poponova
    • 1
  1. 1.All-Union Scientific-Research Institute of Chemical Reagents and Ultrapure Chemical SubstancesMoscow

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