Collect. Czech. Chem. Commun.
1994, 59, 1145-1152
https://doi.org/10.1135/cccc19941145
Thermal Cyclocondensation of Ethyl (1-Methyl-5- and 6-Benzimidazolyl/benzotriazolyl)aminomethylenepropanedioates
Viktor Milataa, Dušan Ilavskýa, Igor Goljerb and Lubomír Zaliberac
a Department of Organic Chemistry, Slovak Technical University, 812 37 Bratislava, Slovak Republic
b Central Laboratory of Chemical Techniques, Slovak Technical University, 812 37 Bratislava, Slovak Republic
c Department of Physical Chemistry, Slovak Technical University, 812 37 Bratislava, Slovak Republic
Abstract
Thermal cyclocondensation of starting ethyl (1-methyl-5- and 6-benzimidazolyl/benzotriazolyl)aminomethylenepropanedioates (Ia - Ie) in aprotic medium gives angularly condensed ethyl azolo[4,5-f]quinolonecarboxylates IIa, IIc, IIe and azolo[5,4-f]quinolonecarboxylates IIb, IId, respectively, which are hydrolyzed to the corresponding carboxylic acid III in acid medium. The structure of reaction products has been confirmed by 1H and 13C NMR, IR, and UV spectroscopy.
