Synthesis, Reactions and Spectral Properties of Ethyl Esters of 2-Cyano-3-(5-X-2-furyl)acrylic Acid

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Title:Synthesis, Reactions and Spectral Properties of Ethyl Esters of 2-Cyano-3-(5-X-2-furyl)acrylic Acid
Creators:
Kada, Rudolf
Ilavský, Dušan
Štetinová, Jarmila
Zalibera, Lubomír
Paďour, Jiří
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 59, 2, pp. 444-452

Abstract

<p>The reaction of 5-X-2-furaldehydes (X = C<sub>6</sub>H<sub>5</sub>, COOCH<sub>3</sub>, COOC<sub>2</sub>H<sub>5</sub>, C<sub>6</sub>H<sub>5</sub>O, C<sub>6</sub>H<sub>5</sub>S, CH<sub>3</sub>S, 4-Cl-C<sub>6</sub>H<sub>4</sub>S, CH<sub>3</sub>SO<sub>2</sub>, C<sub>6</sub>H<sub>5</sub>SO<sub>2</sub>, 4-Cl-C<sub>6</sub>H<sub>4</sub>SO<sub>2</sub>) with ethyl cyanoacetate in dry ethanol catalyzed by sodium ethoxide yielded the corresponding ethyl 2-cyano-3-(5-X-2-furyl)acrylates. It was found that the reactions of these esters with cyanoacetophenone or ethyl acetoacetate do not afford the corresponding 4<i>H</i>-pyran derivatives but that there proceeds the exchange of ethyl acetoacetate or of ethyl cyanoacetate for the cyanoacetophenone carbanion. The same course has been observed also for the reactions of these substrates with malononitrile.

Title:Synthesis, Reactions and Spectral Properties of Ethyl Esters of 2-Cyano-3-(5-X-2-furyl)acrylic Acid
Creators:
Kada, Rudolf
Ilavský, Dušan
Štetinová, Jarmila
Zalibera, Lubomír
Paďour, Jiří
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:59
Number:2
Page Range:pp. 444-452
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19940444UNSPECIFIED
ID Code:461
Item Type:Article
Deposited On:06 Feb 2009 17:01
Last Modified:06 Feb 2009 16:01

Citation

Kada, Rudolf; Ilavský, Dušan; Štetinová, Jarmila; Zalibera, Lubomír; Paďour, Jiří (1994) Synthesis, Reactions and Spectral Properties of Ethyl Esters of 2-Cyano-3-(5-X-2-furyl)acrylic Acid. Collection of Czechoslovak Chemical Communications, 59 (2). pp. 444-452. ISSN 0010-0765

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