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Synthesis, crystal structure and antibacterial studies of 2,4,6-trimetoxybenzaldehyde based dihydropyrimidine derivatives
- Source :
- Journal of Molecular Structure, Journal of Molecular Structure, Elsevier, In press, ⟨10.1016/j.molstruc.2021.130678⟩
- Publication Year :
- 2021
- Publisher :
- HAL CCSD, 2021.
-
Abstract
- International audience; We report herein the synthesis of new derivatives of dihydropyrimidine on the basis of 2,4,6-trimetoxybenzaldehyde, which was further regioselectively oxidized in the presence of cerium ammonium nitrate (CAN) with the formation of 5-acetyl-6-methyl-4-(2,4,6trimethoxyphenyl)pyrimidin-2(1H)-one. The structures of both novel compounds were investigated by NMR, mass spectroscopy methods. The structure of the dihydropyrimidine compound 4 was also investigated by X-ray single crystal diffraction method. In order to understand the molecular interactions in its crystal packing, the Hirshfeld surface and contacts enrichment analyses were performed. Biological activities of the synthesized compounds were studied against gram-negative A. baumanii, E. coli, P. aeruginosa and K. pneumoniae and grampositive S. aureus bacteria.
- Subjects :
- pyrimidine
crystal structure
Pyrimidine
Ammonium nitrate
Biginelli reaction
chemistry.chemical_element
Crystal structure
cerium ammonium nitrate
[CHIM.THER]Chemical Sciences/Medicinal Chemistry
010402 general chemistry
Mass spectrometry
01 natural sciences
Analytical Chemistry
Inorganic Chemistry
Crystal
chemistry.chemical_compound
antibacterial activity
[CHIM.CRIS]Chemical Sciences/Cristallography
Hirshfeld surface analysis
Spectroscopy
010405 organic chemistry
Organic Chemistry
Combinatorial chemistry
0104 chemical sciences
Cerium
chemistry
Antibacterial activity
Subjects
Details
- Language :
- English
- ISSN :
- 00222860
- Database :
- OpenAIRE
- Journal :
- Journal of Molecular Structure, Journal of Molecular Structure, Elsevier, In press, ⟨10.1016/j.molstruc.2021.130678⟩
- Accession number :
- edsair.doi.dedup.....e35ece70e2a53e8ef56b020fa0f3dcbf
- Full Text :
- https://doi.org/10.1016/j.molstruc.2021.130678⟩