Synthesis and properties of amides of 2-substituted 3-aryl- and 3-pyridylaminoacrylic acids

Abstract

The reaction of aryl- or pyridylamines with ethyl orthoformate and malonanilic acid gave amides of 2-(N-arylcarbamoyl)-, 2-cyano-, 2-ethoxycarbonyl-3-arylaminoacrylic acids and their corresponding 3-pyridyl analogs. IR and PMR spectroscopy indicates that these compounds exist in the enamine form with strong intramolecular hydrogen bonds. Amides of 3-(2-pyridylamino)-2-ethoxycarbonylacrylic acid cyclize to give amides of pyrido[1,2-a]pyrimidine-3-carboxylic acid, which react with hydrazine hydrate to give amides of 3-aminopyrazole-4-carboxylic acid.

How to Cite
Mikhalev, A. I.; Ukhov, S. V.; Konshin, M. E. Chem. Heterocycl. Compd. 1994, 30, 551. [Khim. Geterotsikl. Soedin. 1994, 629.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01169832