Organic & Biomolecular Chemistry
Paper
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Experimental
General information
All the N-arylamidines used were synthesized according to
ref. 5e. All the other reagents were purchased from commercial
suppliers and used without further purification. The CuO
nanoparticles were prepared by thermal dehydration of the
freshly prepared Cu(OAc)2 in solution.16c The as-prepared CuO
products were characterized by X-ray powder diffraction (Shi-
madzu XRD-6000) with graphite monochromatized Cu-Kα radi-
ation (λ = 0.154060 nm), employing a scanning rate of
0.02° s−1 in the 2θ range from 10° to 80°. The field-emission
scanning electron microscopy (FE-SEM) images were taken
with a Hitachi S-4800 scanning electron microscope. Trans-
mission electron microscopy (TEM) images were recorded on a
FEI Tecnai G2 20 high-resolution transmission electron micro-
scope performed at an acceleration voltage of 200 kV. NMR
spectra were obtained at 25 °C on a Bruker Avance-300 at
300 MHz for 1H, and at 75 MHz for 13C NMR using TMS as the
internal standard, chemical shifts for 1H and 13C were both
referenced to CDCl3. High resolution mass spectral (HRMS)
data were obtained with an ionization mode of ESI on Agilent
6200 LC/MS TOF.
General procedure for the synthesis of quinazolines
N-Arylamidine (0.5 mmol), aldehyde (0.75 mmol), CuO nano-
particles (5 mol%), 1,10-phenanthroline (20 mol%) were
stirred in toluene (2 mL) under reflux in air for 24 h. The
resulting mixture was cooled to room temperature and then
centrifuged. The organic phase was separated; the precipitate
was washed thoroughly with EtOAc and then centrifuged.
The organic phases were combined, washed with brine (3 ×
10 mL), dried over anhydrous magnesium sulfate, and concen-
trated under reduced pressure. The residue was purified by
column chromatography on silica gel (EtOAc–petroleum ether
= 1/20) to afford the product.
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Acknowledgements
We gratefully appreciate the National Natural Science Foun-
dation of China (NSFC no. 20972002, 21171006 and 21272006)
for financial support.
Notes and references
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