Parallel microwave synthesis of 2-styrylquinazolin-4(3H)-ones in a high-throughput platform using HPLC/GC vials as reaction vessels.
The application of a high-throughput reaction platform for performing parallel microwave synthesis in sealed HPLC/GC vials contained in a strongly microwave-absorbing silicon carbide plate is described. The use of aluminum crimp caps with PTFE coated silicone septa in combination with an appropriate plate sealing mechanism allows processing of reaction volumes from 0.5-1.5 mL at temperatures of approximately 250 degrees C and pressures of up to approximately 20 bar. A library of 39 2-styrylquinazolin-4(3H)-one derivatives was prepared in a two-step/one-pot parallel fashion involving the initial three-component condensation of four anthranilic acids with acetic anhydride and ammonium acetate at 250 degrees C for 30 min. This was followed by catalyst-free condensation of the resulting 2-methylquinazolinones with a selection of 15 aromatic aldehydes. Compared to single-mode sequential microwave synthesis, the overall processing times for library synthesis could be significantly reduced.
Christian Doppler Laboratory for Microwave Chemistry, and Institute of Chemistry, Karl-Franzens-University Graz, Heinrichstrasse 28, Graz, Austria.
Mostafa
M
Baghbanzadeh
Maja
M
Molnar
Markus
M
Damm
Claudia
C
Reidlinger
Minoo
M
Dabiri
C Oliver
CO
Kappe
D017554:Carbon Compounds, Inorganic; D020650:Combinatorial Chemistry Techniques / Q000295:instrumentation*; D008872:Microwaves; D011799:Quinazolines / Q000138:chemical synthesis*; D017655:Silicon Compounds; D013343:Styrenes / Q000138:chemical synthesis*
D017554:Carbon Compounds, Inorganic; D011799:Quinazolines; D017655:Silicon Compounds; D013343:Styrenes; C071666:2-styrylquinazolin-4(3H)-one; C022088:silicon carbide