Synthesis and Crystal structure studies of some new derivatives of thiazolopyrimidines

Thiazolopyrimidine derivatives are important class of compounds which display number of pharmacological properties including antiviral, antitumor, antibacterial and antihypertensive effects. The compounds, ethyl 2-acetyl-5-(2-fluorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (1), ethyl 2-acetyl-5-(3-fluorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (2), ethyl 2-acetyl-5-(4-fluorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (3), methyl 2-acetyl-5-(3-fluorophenyl)-3,7-dimethyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate (4) have been synthesized and their structures evaluated crystallographically. The crystal structures of the compounds are stabilized by different intermolecular interaction such as C-H center dot center dot center dot O, N-H center dot center dot center dot N, C-H center dot center dot center dot O, C-H center dot center dot center dot N, pi-pi, C-H center dot center dot center dot pi, etc. These weak interactions and their effect on packing features will be discussed in detail on the basis of their strength and orientations in the lattice. These interactions lead to interesting supramolecular architecture in the solid state. These compounds have also shown promising pharmacological activity against various microbes. (C) 2018 Elsevier Ltd. All rights reserved.