Collect. Czech. Chem. Commun. 1997, 62, 1105-1113
https://doi.org/10.1135/cccc19971105

Preparation of Derivatives of 2-Cyano-3-(5-N-arylamino- or 5-N-Alkyl-N-phenylamino-2-furyl)propenoic Acids

Peter Šafářa, František Považaneca, Pavel Čepecb and Naďa Prónayovác

a Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava, Slovak Republic
b Wood Research Institute, 841 05 Bratislava, Slovak Republic
c Central Laboratory, Slovak Technical University, 812 37 Bratislava, Slovak Republic

Abstract

(5-Bromo-2-furyl)methylidenemalonodinitrile (1) reacted with substituted aromatic amines under formation of (5-N-arylamino-2-furyl)methylidenemalonodinitriles 2a-2h whereas no reaction was observed with N-alkyl-N-phenylamines. Derivatives of 2-cyano-3-(5-N-alkyl-N-phenylamino-2-furyl)- propenoic acid 5a-5o were prepared by reaction of the corresponding N-alkylanilines with 5-bromo-2-furancarbaldehyde, followed by hydrolysis of the obtained Eiji salts and reaction with malonic acid derivatives.

Keywords: 3-(5-Amino-2-furyl)propenoic acid.