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Monatshefte für Chemie / Chemical Monthly

, Volume 107, Issue 4, pp 999–1006 | Cite as

Über einige Kondensationsreaktionen von dimerem Malonitril, dimerem Cyanessigsäureäthyl- bzw.-methylester mit aromatischen Aldehyden

  • Hans Junek
  • Barbara Wolny
Organische Chemie und Biochemie

Syntheses with nitriles, XLIII: Condensation reactions of 2-amino-1-propene-1.1.3-tricarbonitrile, 3-amino-2-cyano-2-pentenedioic acid diethyl and dimethyl esters (dimeric malononitrile, dimeric ethyl and methyl cyanoacetate), resp., with aromatic aldehydes

Abstract

Aromatic aldehydes (1 a-g) yield linear condensation products (3 a-1) with dimeric ethyl and methyl cyanoacetate, resp., and dimeric malonitrile. Reduction of the condensation product of o-nitrobenzaldehyde with dimeric methyl cyanoacetate leads to methyl (3-methoxycarbonyl-1,2-dihydro-2-chinolinylidene)-cyanoacetate (4), with o-aminobenzaldehyde a carbostyril derivative5 a is obtained. In the presence of ammonium acetate aromatic aldehydes react with dimeric methyl and ethyl cyanoacetate, resp. to hexahydro-pyrimidinylidene cyanoacetates (8).

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Copyright information

© Springer-Verlag 1976

Authors and Affiliations

  • Hans Junek
    • 1
  • Barbara Wolny
    • 1
  1. 1.Institut für Organische Chemie, Abteilung für Organische Chemie IUniversität GrazGrazÖsterreich

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