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Mahmood Abdullah

Assistant Professor

Assistant Professor

كلية العلوم
Department of Chemistry, College of Science, P.O. Box 2455, Riyadh-11451, Kingdom of Saudi Arabia, Building 5, 2B, 105
المنشورات
ورقة مؤتمر
2024

Employing acetoacetamide as a key synthon for synthesizing novel thiophene derivatives and assessing their potential as antioxidants and antimicrobial agents

The objective of this study is to synthesize novel heterocyclic scaffolds containing a thiophene moiety using easily accessible acetoacetamide as a key synthon. The reaction of acetoacetamide with diazonium salts resulted in the formation of the corresponding thiophene derivatives 4a–c. Additionally, the reaction of acetoacetamide derivative 3 with malononitrile, ethyl cyanoacetate, or 2-cyanoacetamide, along with elemental sulfur, under refluxing in dioxane containing triethylamine afforded thiophene-containing derivatives 5a–c. Furthermore, compound 3 reacted with phenyl isothiocyanate in dry dimethylformamide and K2CO3 to yield compound 7. In situ alkylation of the non-isolable salt 6 was achieved by the addition of methyl iodide, resulting in the formation of methylthio-thiophene-2-carboxamide 8. Compound 7 was employed with numerous alpha-halogenated reagents in ethanol, affording thiazole derivative 9 and thiophene derivatives 10a and 10b, respectively. Moreover, compound 8 was reacted with hydrazine to produce the 1H-pyrazole-4-carboxamide derivative 11. Additionally, refluxing acetoacetamide derivative 3 with malononitrile and/or ethyl cyanoacetate in dioxane, in the presence of catalytic amount of triethylamine afforded 4-imino-3,7-dimethyl-4H-pyrido[1,2-a]thieno[3,2-e] pyrimidin-9(5H)-one derivatives 12a and 12b. Furthermore, the reactivity of acetoacetamide derivative 3 with 2-cyanoacetohydrazide was investigated through refluxing the reactants in dioxane, which subsequently yielded the corresponding cyanoacetamide derivative 13. The chemical identity of the newly synthesized compounds was determined by employing infrared spectroscopy (IR), 1 H NMR, and 13C NMR techniques. Newly synthesized heterocycles incorporating thiophenes were evaluated for their antioxidant and antimicrobial potentials. Notably, thiophene scaffolds 5a, 10b, 11, and 13 displayed notable antioxidant and antimicrobial activities.

اسم الناشر
Wiley
رقم المجلد
61
مجلة/صحيفة
Journal of Heterocyclic Chemistry
الصفحات
1075-1090
مزيد من المنشورات
publications

While the presence of long-chain paraffinic compounds in crude oil seriously impacts oil production, they tend to form emulsions during flow through restricted pores. In turn, these emulsions help…

بواسطة Alpana Singh, Aditya Raj Kashyap, Mahmood M. S. Abdullah, Shashank Vajpayee, and Tushar Sharma
2024
تم النشر فى:
ACS
publications

The objective of this study is to synthesize novel heterocyclic scaffolds containing a thiophene moiety using easily accessible acetoacetamide as a key synthon. The reaction of acetoacetamide with…

بواسطة Altaf S. Almatari, Ali Saeed, Ghada E. Abdel-Ghani, Mahmood M. S. Abdullah, Amr El-Demerdash, Ehab Abdel-Latif
2024
تم النشر فى:
Wiley
publications

In this present work, a novel CuO/ZnFe2O4 nanocomposites has been fabricated via hydrothermal-assisted synthesis using Ulva lactuca L. extract as both a reducing and capping agent A comprehensive…

بواسطة Ravichandran D, Mahmood M.S. Abdullah, Vasanthakumar V, Ranjith R, Suganya S, Meena R, Murugesan S
2024
تم النشر فى:
Sciencedirect