Aim and Objective::
In current research, imidazole derivatives are synthesized via a new process of four component
reaction of trichloroacetonitrile, amides, alkyl bromides and amino acids catalyzed by zinc oxide nanoparticles (ZnO-NPs) as a
simple and recyclable catalyst in water at room temperature. Among investigated compounds, compounds 5b have good results
relative to butylated hydroxytoluene (BHT) and 2-tert-butylhydroquinone (TBHQ) as standard antioxidant. The achieved
outcomes of disk diffusion experiment showed that these compounds avoided the growth of bacterial.
Materials and Methods::
In this research, all chemicals are purchased from Fluka (Buchs, Switzerland) and employed with any
purification. For measuring infrared spectroscopy and melting point, a Shimadzu IR-460 spectrometer and Electrothermal 9100
apparatus are utilized respectively. BRUKER DRX-400 AVANCE spectrometer is used for giving the 1H, and 13C-NMR spectra
at 400.1 and 100 MHz respectively. For recording mass spectra, A FINNIGAN-MAT 8430 spectrometer with an ionization
potential of 70 eV was utilized. The scanning electron microscopy (SEM) employing a Holland Philips XL30 microscope was
used for determination of ZnO nanocomposites morphology. X-ray diffraction (XRD) analysis at room temperature using a
Holland Philips Xpert X-ray powder diffractometer, with CuK
A general way to prepare of compounds 5:
The trichloroacetonitrile 1 (2 mmol) and amides 2 (2 mmol) mixed with ZnO-NPs (10 mol%) in water (5 mL). after 45 min
amino acids 3 (2 mmol) was added to previous mixture at room temperature. After 30 min
Results::
Without employing catalyst, these reactions have low yield and busy mixture. The synthesis of compound 5a as
sample reaction and displayed the ZnO nanoparticles (10 mol%) is the best catalyst for sample reaction and H2O is the very
better than other solvent in sample raection. Structures of 5 are confirmed by IR, 1H NMR, 13C NMR mass spectra.
Conclusion::
In summary, imdazole derivatives were produced in excellent yield from the reaction of trichloroacetonitrile,
amides, alkyl bromides and amino acids using ZnO-NPs in water at room temperature. In addition, the power of synthesized
imidazole as antioxidant was determined by radical trapping of DPPH and power of reducing ferric analyzes. The tested
imidazoles display good radical trapping of DPPH but exhibitted moderate FRAP relative to BHT and TBHQ as synthetic
antioxidants.The outcomes of disk diffusion experiment exhibite that synthesized imidazole avoided the bacterial growth. The
superiorities of this procedure are environmental, high yield of product and low amounts of catalyst and short time of reaction.
Ru-catalyzed room-temperature alkylation and late-stage alkylation of arenes with primary alkyl bromides