Synthesis and Hydrolytic Cleavage of Tetrazolo[1,5-c]Quinazolines

Abstract

Substituted tetrazolo[1,5-c]quinazolines exhibit various biological activities. In particular, their cytostatic[1,2], anticancer[3,4], hypoglycemic[5], actoprotective[6], antimicrobial and bioluminescence-inhibitory potential[4,7] was studied. In addition, patents confirm bronchodilator[8,9] and fibrinolytic activity[10]. Other condensed tetrazoloquinazolines also showed high biological activity[11-13]. However, 7, 8, 9 and 10 substituted tetrazolo[1,5-c]quinazolines were insufficiently studied. Therefore, it was decided to synthesize a range of tetrazolo[1,5-c]quinazolines (2.1-2.8) and to study their behavior in hydrolytic cleavage reactions of the pyrimidine ring, which lead to the formation of 2-(1H-tetrazol-5-yl)anilines (3.1-3.10). As the latter were promising 1,5-binucleophiles, they could be used for [5+1]-cyclocondensation with electrophiles