A New Approach for Synthesis of 2-Thioxocytosine-5-carbonitrile as Antimicrobial Agents

S. M. Mohammeda, A. H. Moustafaa, H. A. El-Sayeda, A. S. Aminb, A. Haggara, E. S. Tantawya, and R. A. Haggamc, *, **

aDepartment of Chemistry, Faculty of Science, Zagazig University, Zagazig, 44519 Egypt

bDepartment of Chemistry, Faculty of Science, Benha University, Benha, 13518 Egypt

cDepartment of Chemistry, Faculty of Science, Islamic University of Madinah, Madinah, 42351 Saudi Arabia

email: *redahaggam8@gmail.com
email: **hasanneg@gmail.com

Received 23 June, 2022

Abstract— A highly efficient synthetic methodology for the preparation of 2-thioxocytosine was achieved by the nucleophilic addition of thiourea to α-cyanocinnamonitrile followed by intramolecular cyclization. The reaction smoothly proceeds in the presence of K2CO3-NPs as mild basic catalyst with yield 85%. The product was annulated to new imidazo[1,2-c]pyrimidine derivatives. Besides, Schiff base and acylated pyrimidine derivatives were synthesized via condensation or acylation with triethyl orthoformate, formic acid, maleic anhydride, benzoyl chloride or acetic anhydride.

Keywords: 2-thioxocytosine, 2-thioxopyrimidine, nano-K2CO3 catalyst, antimicrobial activity

DOI: 10.1134/S1070363222090213