Abstract: A new array of thienopyrimidine-based Schiff bases, specifically 2-(2-(substitutedbenzylidene) hydrazinyl)-5,6-dimethylthieno[2,3-d] pyrimidin-4(3H)-one (4a–j), was prepared by a multistep convergent approach. Synthesis was initiated with a Gewald reaction involving ethyl methyl ketone, ethyl cyanoacetate, and elemental sulfur to afford ethyl 2-amino-4,5-dimethylthiophene-3-carboxylate. Further cyclization with potassium thiocyanate gave the critical 2-mercaptothieno[2,3-d] pyrimidin4(3H)-one intermediate. The target Schiff bases were obtained by hydrazinolysis followed......
Keywords: Thieno [2,3-d] pyrimidine, Schiff bases, Gewald reaction, Heterocyclic synthesis, Drug discovery
[1].
El-Sayed, E. H.; Fadda, A. A. Synthesis And Cytotoxic Activity Of Some Novel Thieno[2,3-D:4,5-D′]Dipyrimidine Derivatives. Acta Chimica Slovenica 2018, 65, 853–864.
[2].
Tolba, M. S.; Sayed, M.; El-Dean, A. M. K.; Hassanien, R.; Abdel-Raheem, S. A. A.; Ahmed, M. Design, Synthesis And Antimicrobial Screening Of Some New Thienopyrimidines. Organic Communications 2021, 14(4), 365–376.
[3].
Lagardère, P.; Fersing, C.; Masurier, N.; Lisowski, V. Thienopyrimidine: A Promising Scaffold To Access Anti-Infective Agents. Pharmaceuticals 2022, 15(1), 35.
[4].
Chopra, N.; Kaur, K.; Kumar, S. Synthesis,
Molecular Docking And Antimicrobial Evaluation Of New Tetrahydrobenzothienopyrimidine Derivatives.
Journal Of Pharmaceutical And Chemical Sciences 2018, 2(6), 1–8.