Acta Chimica Slovaca (ACS) publishes papers on fundamental and applied aspects of chemistry, biochemistry, chemical technology, chemical engineering and process control, biotechnology and food technology. Welcome are also topics which include chemical aspects of materials, physical chemistry and chemical physics, analytical chemistry, macromolecular chemistry and biomedical engineering.

3-(2-Heteroaryl)-pyrazolotetrazoles — a subunits for losartan-like structures

Anita Andicsová, Angelika Lásiková, Marek Fronc a, Jozef Kožíšek * b, Daniel Végh †

Institute of Organic Chemistry, Catalysis and Petrochemistry, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, 81237 Bratislava, Slovakia
a Institute of Physical Chemistry and Chemical Physics, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, 812 37 Bratislava, Slovakia
b Institute of Physical Chemistry and Chemical Physics, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, 812 37 Bratislava, Slovakia

E-mail: * jozef.kozisek@stuba.sk, † daniel.vegh@stuba.sk

Abstract: A modification of biphenylyltetrazole moiety of Losartan (A) by 3-(2-heteroaryl)-pyrazolotetrazole (B) is described. Ketone semicarbazones react with two moles of phosphorus oxychloride-dimethylformamide with the formation of 3-substituted pyrazol-4-carbaldehydes. The transformations of 3-substituted pyrazole-4- carboxaldehydes to 3-substituted pyrazole-4-nitriles were carried out by reaction of hydroxylamine in DMFA. The prepared cyano pyrazoles were converted to tetrazoles by heating with trimethylsilylazide and dibuthyltinoxide in toluene.

Keywords: Angiotensin II receptor antagonists, 3-, 4-substituted pyrazoles, tetrazoles

Full paper in Portable Document Format: acs_0133.pdf

Acta Chimica Slovaca, Vol. 5, No. 2, 2012, pp. 220—224