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Chemistry of Heterocyclic Compounds

, Volume 32, Issue 3, pp 319–322 | Cite as

Synthesis and reactions of esters of 3-cyano-2-OXO-5,6-tri(tetra)methylene-1,2-dihydroisonicotinic and 2-amino-3-Ethoxycarbonyl-5,6-tri(tetra)-methyleneisonicotinic acids

  • T. A. Smirnova
  • M. Yu. Gavrilov
Article

Abstract

Esters of 3-cyano-2-oxo-5, 6-tri (tetra)-methylene-1, 2-dihydroisonicotinic and 2-amino-3-ethoxycarbonyl-5, 6-tri (tetra)methyleneisorticotinic acids have been obtained by the reaction of 2-oxocyclopentyl(hexyl)glyoxylic acid esters with malonic acid derivatives. Boiling the esters containing a tetramethylene ring with 75% sulfuric acid gave hydrolysis of the ester and cyano groups to carboxyl with subsequent decarboxylation at the 3 position and the formation of 2-oxo-5, 6-tetramethylene-1, 2-dihydroisonicotinic acid (2-oxo-1, 2, 5, 6, 7, 8-hexahydroquinoline-4-carboxylic acid).

Keywords

Ester Hydrolysis Organic Chemistry Carboxyl Sulfuric Acid 
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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References

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    T. A. Smirnova, M. Yu. Gavrilov, and M. E. Konshin, Dep. in VINITI January 24, 1994, No. 187-B94.Google Scholar

Copyright information

© Plenum Publishing Corporation 1996

Authors and Affiliations

  • T. A. Smirnova
  • M. Yu. Gavrilov

There are no affiliations available

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