Study on the synthesis of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles and their acid-base interactions.

作者信息

Kudelko Agnieszka, Jasiak Karolina, Ejsmont Krzysztof

机构信息

Department of Chemical Organic Technology and Petrochemistry, The Silesian University of Technology, Krzywoustego 4, 44100 Gliwice, Poland.

Faculty of Chemistry, Opole University, Oleska 48, 45052 Opole, Poland.

出版信息

Monatsh Chem. 2015;146(2):303-311. doi: 10.1007/s00706-014-1355-x. Epub 2014 Dec 20.

ABSTRACT

A series of novel 5-substituted 2-[2-(pyridyl)ethenyl]-1,3,4-oxadiazoles were efficiently synthesized by cyclocondensation of the appropriate 3-(pyridyl)acrylohydrazides with triethyl orthoesters in the presence of glacial acetic acid. The products were identified by means of spectroscopic methods and their p ionization constants were determined. The influence of substituents on the basicity of the pyridine system has been discussed.