Synthesis, structure, and formation paths of functionally substituted thiadiazolopyrimidines

Potentially biologically active functionally substituted thiadiazolopyrimidines were obtained via three-component condensation of 5-amino-1,3,4-thiadiazole-2-thiol with aromatic aldehydes and CH-acids (acetoacetic ester and malononitrile). Probable mechanisms for the formation of products are suggested. Quantum-chemical calculation of the aminating reagent molecule 5-amino-1,3,4-thiadiazole-2-thiol showed the preference of the amino group as the most active nucleophilic center. The study of molecular docking shows the potential for binding one of the representatives of the thiadizolopyrimidine series and cytidine deaminase. The structure of the new compounds was established using IR and ¹H NMR spectroscopies.