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

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

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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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Correspondence to Prof. Dr. Hans Junek.

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Junek, H., Wolny, B. Über einige Kondensationsreaktionen von dimerem Malonitril, dimerem Cyanessigsäureäthyl- bzw.-methylester mit aromatischen Aldehyden. Monatshefte für Chemie 107, 999–1006 (1976). https://doi.org/10.1007/BF00904489

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