1H (500 MHz) and 13C NMR (125 MHz) spectra were recorded on a Bruker Avance Digital 500 spectrometer. Melting points were determined on a microscopic melting point apparatus (Stanford Research Inc. MPA 100 automated melting point apparatus). High-resolution mass data were recorded using electronic ionization (HRMS-EI, magnetic sector-electric sector double focusing mass analyzer) at Korea Basic Science Institute, Daegu Center, Korea. All reactions were carried out in a sealed tube under microwave irradiation (CEM, Discover LabMate) and the reaction temperature was maintained by an external infrared sensor. The products were isolated by TLC (a glass plate coated with Kieselgel 60 GF254, Merck). 2-(2-Bromoaryl)- and 2-(2-bromovinyl)-4,5-diaryl-1H-imidazoles 1 were synthesized from the corresponding aldehydes and 1,2-diarylethane-1,2-diones (see ESI
Avance digital 500 spectrometer
Manufactured by Bruker
Sourced in Germany
The Avance Digital 500 spectrometer is a nuclear magnetic resonance (NMR) instrument designed for high-resolution analysis of chemical samples. It operates at a frequency of 500 MHz and is capable of performing a range of NMR experiments to provide detailed information about the structure and composition of various materials.
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2 protocols using avance digital 500 spectrometer
1
Synthesis and Characterization of Imidazole Derivatives
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1H (500 MHz) and 13C NMR (125 MHz) spectra were recorded on a Bruker Avance Digital 500 spectrometer. Melting points were determined on a microscopic melting point apparatus (Stanford Research Inc. MPA 100 automated melting point apparatus). High-resolution mass data were recorded using electronic ionization (HRMS-EI, magnetic sector-electric sector double focusing mass analyzer) at Korea Basic Science Institute, Daegu Center, Korea. All reactions were carried out in a sealed tube under microwave irradiation (CEM, Discover LabMate) and the reaction temperature was maintained by an external infrared sensor. The products were isolated by TLC (a glass plate coated with Kieselgel 60 GF254, Merck). 2-(2-Bromoaryl)- and 2-(2-bromovinyl)-4,5-diaryl-1H-imidazoles 1 were synthesized from the corresponding aldehydes and 1,2-diarylethane-1,2-diones (see ESI† ).12,13 (link) 2-Aminobenzimidazoles 2 were prepared from 1,2-phenylenediamines and cyanogen bromide by known methods.19 (link) Other commercially available organic and inorganic reagents were used without further purification.
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1H (500 MHz) and 13C NMR (125 MHz) spectra were recorded on a Bruker Avance Digital 500 spectrometer. Melting points were determined on a microscopic melting point apparatus (Stanford Research Inc. MPA 100 automated melting point apparatus). High-resolution mass data were recorded using electronic ionization (HRMS-EI, magnetic sector-electric sector double focusing mass analyzer) at Korea Basic Science Institute, Daegu Center, Korea. All reactions were carried out in a sealed tube under microwave irradiation (CEM, Discover LabMate) and the reaction temperature was maintained by an external infrared sensor. The products were isolated by TLC (a glass plate coated with Kieselgel 60 GF254, Merck). 2-(2-Bromoaryl)- and 2-(2-bromovinyl)-4,5-diaryl-1H-imidazoles 1 were synthesized from the corresponding aldehydes and 1,2-diarylethane-1,2-diones (see ESI
2
Chromatographic Separation and Purification
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Column chromatography was performed using Kiselgel 60 (Merck, Art. 7734, Art. 9385, NJ, USA) and RP-18 (YMC, Art. 14878, Japan). All purifications were monitored using thin-layer chromatography (TLC) precoated with Kiselgel 60 F254 (Merck, Art. 5715). Compound purifications were performed using a high-performance liquid chromatography (HPLC) core system (Thermo Scientific, Germering, Germany; Dionex Ultimate 3000 Diode Array with ELSD at 254, 280, and 365 nm; and a Dionex Ultimate 3000 pump). A Kinetex 5 μm C18 100 Å (250 × 4.6 mm, Phenomenex, CA, USA) column was used for isolation. The mobile phase consisted of solvent A (water with 0.1% acetic acid) and solvent B (MeOH with 0.1% acetic acid) at a flow rate of 1.0 mL/min. The injection volume was 10 μL, and the column temperature was 35 °C. The 1H-NMR spectrum was recorded using a Bruker Avance Digital 500 spectrometer (Karlsruhe, Germany) at 500 MHz. Chemical shifts were provided as δ (ppm) from tetramethylsilane (TMS). All of the reagents were purchased from Sigma-Aldrich (St. Louis, MO, USA).
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