Synthesis and reactions of esters of 3-cyano-2-OXO-5,6-tri(tetra)methylene-1,2-dihydroisonicotinic and 2-amino-3-Ethoxycarbonyl-5,6-tri(tetra)-methyleneisonicotinic acids
- 103 Downloads
Esters of 3-cyano-2-oxo-5, 6-tri (tetra)-methylene-1, 2-dihydroisonicotinic and 2-amino-3-ethoxycarbonyl-5, 6-tri (tetra)methyleneisorticotinic acids have been obtained by the reaction of 2-oxocyclopentyl(hexyl)glyoxylic acid esters with malonic acid derivatives. Boiling the esters containing a tetramethylene ring with 75% sulfuric acid gave hydrolysis of the ester and cyano groups to carboxyl with subsequent decarboxylation at the 3 position and the formation of 2-oxo-5, 6-tetramethylene-1, 2-dihydroisonicotinic acid (2-oxo-1, 2, 5, 6, 7, 8-hexahydroquinoline-4-carboxylic acid).
KeywordsEster Hydrolysis Organic Chemistry Carboxyl Sulfuric Acid
Unable to display preview. Download preview PDF.
- 1.O. Isber, H. Guttman, O. Straub, B. Fust, E. Bochni, and A. Studer, Helv. Chim. Acta,38, 1033 (1955).Google Scholar
- 2.D. Libermann, N. Rist, F. Grumbach, S. Cals, M. Mogeux, and A. Rouaix, Bull. Soc. Chim. France, No. 5, 687 (1959).Google Scholar
- 3.T. A. Smirnova, M. Yu. Gavrilov, and M. E. Konshin, Dep. in VINITI January 24, 1994, No. 187-B94.Google Scholar