A simple, highly useful synthesis of 1-(2-(4,5-dimethyl-2-phenyl-1H-imidazol-1-yl)ethyl)piperazine derivatives is achieved by a four component cyclo condensation of diacetyl, aromatic aldehyde, 2-(piperazin-1-yl)ethanamine and ammonium acetate using SO 4 2À /Y 2 O 3 as a catalyst in ethanol. The synthesized compounds were characterized by IR, 1 H and 13 C NMR and mass spectral studies. All the synthesized compounds were screened for their in vitro antimicrobial studies. Among the newly synthesized compounds 5d, 5e, 5h and 5m showed excellent antibacterial and antifungal activities when compared to the standard drugs.ª 2014 Production and hosting by Elsevier B.V. on behalf of King Saud University.
The title compound, C24H27NO2, crystallizes with two independent molecules (A and B) in the asymmetric unit. The two molecules have very similar conformations and each exhibits an intramolecular C—H⋯π interaction. The central piperidine rings adopt boat conformations and the p-tolyl rings are inclined to the mean plane of the piperidine ring by 71.21 (11) and 89.86 (12)° in molecule A and by 68.01 (12) and 89.33 (12)° in molecule B. The cyclopropanecarbonyl group is oriented at an angle of 68.5 (2)° with respect to the mean plane of the piperidine ring in molecule A and 66.2 (2)° in molecule B. In the crystal, the A and B molecules are linked by C—H⋯O hydrogen bonds, enclosing R
2
1(6) ring motifs, forming ribbons running along the a-axis direction.
In the title compound, the bicyclic ring system adopts a twin-chair conformation. In the crystal, N—H⋯O, C—H⋯O and C—H⋯F interactions connect the molecules, forming supramolecular chains propagating along the b-axis direction.
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