Synthesis, characterization, crystal and molecular structure analysis of N-(2,4-dimethylphenyl)-6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide |
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Authors: | S. Naveen Priti Adlakha Chintan Dholakia Anamik Shah M. A. Sridhar J. Shashidhara Prasad |
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Affiliation: | (1) Department of Studies in Physics, Manasagangotri University of Mysore, Mysore, 570006, India;(2) Department of Chemistry, Saurashtra University, Rajkot, 360005, India |
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Abstract: | A novel dihydropyrimidine (DHPM) derivative bearing a carbamoyl moiety was synthesized by an efficient three-component Biginelli reaction and was characterized spectroscopically and finally confirmed by X-ray diffraction studies. The title compound C20H20N4O4 crystallizes in the monoclinic space group P21/c with cell parameters a=12.8970(12) Å, b=13.6210(11) Å, c=11.8420(13) Å, β=115.860(3)°, Z=4 and V=1872.0(3) Å3. The conformation of the dihydropyrimidine ring is unusual; it is planar instead of the usual boat-like conformation. The 3-nitrophenyl ring is orthogonal to the 3,4-DHPM ring. The carbonyl group is in an anti-clinal conformation. |
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Keywords: | Dihydropyrimidine Three-component Biginelli reaction NMR spectroscopy Crystal structure Pseudo-axial |
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