Jnm eca 600ii device

¹H, ¹³C, ¹H–¹H gs-COSY, ¹H–¹³C gs-HMQC and ¹H–¹³C gs-HMBC spectra were acquired at 298 K on a JEOL JNM-ECA 600II device at 600.00 MHz (¹H) and 150.86 MHz (¹³C); gs = gradient selected, COSY = correlation spectroscopy, HMQC = heteronuclear multiple quantum coherence, HMBC = heteronuclear multiple bond coherence). The splitting of proton resonances in the reported ¹H spectra is defined as s = singlet, d = doublet, dd = doublet of doublets, t = triplet, sep = septet. Spectra were calibrated using protio impurity signals of used solvent—for CDCl₃: 7.26 ppm (¹H NMR) and 77.16 ppm (¹³C NMR); for MeOD-d₄: 3.31 ppm (¹H NMR); for DMF-d₇: 8.03, 2.92 and 2.75 ppm (¹H NMR); for 10% DMF-d₇/D₂O and 10% MeOD-d₄/D₂O: 4.79 ppm (for D₂O in ¹H NMR). Electrospray ionization (ESI) mass spectra of the methanol solution were obtained of on a LCQ Fleet Ion Trap mass spectrometer (Thermo Scientific; Qual Browser software, version 2.0.7) in the positive ionization mode (ESI+). Elemental analysis (C, H, N) was performed using a Flash 2000 CHNS Elemental Analyzer (Thermo Scientific). FTIR spectra were obtained on a Nexus 670 FT-IR (Thermo Nicolet) on an ATR diamond plate between 400 and 4000 cm^–1.

All reagents were purchased from Merck (Sigma-Aldrich, St. Louis, MO, USA) and Alfa (Alfa-Aesar, Ward Hill, MA, USA). Reactions were performed using an Anton-Paar Monowave 50 microwave reactor (Graz, Austria). The melting points were determined on a Kofler hot-plate apparatus HMK (Franz Kustner Nacht KG, Dresden, Germany) and are uncorrected. Infrared (IR) spectra were recorded on Nicolet iS5 IR spectrometer (Thermo Scientific, West Palm Beach, FL, USA). The spectra were obtained by the accumulation of 256 scans with 2 cm⁻¹ resolution in the region of 4000–450 cm⁻¹. All ¹H- and ¹³C-NMR spectra were recorded on a JEOL JNM-ECA 600II device (600 MHz for ¹H and 150 MHz for ¹³C, JEOL, Tokyo, Japan) in dimethyl sulfoxide-d₆ (DMSO-d₆). ¹H and ¹³C chemical shifts (δ) are reported in ppm. High-resolution mass spectra were measured using a high-performance liquid chromatograph Dionex UltiMate^® 3000 (Thermo Scientific, West Palm Beach, FL, USA) coupled with an LTQ Orbitrap XL^TM Hybrid Ion Trap-Orbitrap Fourier Transform Mass Spectrometer (Thermo Scientific) equipped with a HESI II (heated electrospray ionization) source in the positive and negative mode.

¹H and ¹³C NMR spectroscopy and ¹H–¹H gs-COSY, ¹H–¹³C gs-HMQC and ¹H–¹³C gs-HMBC two dimensional correlation experiments (gs = gradient selected, COSY = correlation spectroscopy, HMQC = heteronuclear multiple quantum coherence, HMBC = heteronuclear multiple bond coherence) of the DMF-d₇ solutions were performed at 300 K on either Varian 400 device (at 400.0 MHz (¹H) or 100.6 MHz (¹³C)) or JEOL JNM-ECA 600II device (at 600.00 MHz (¹H) or 150.86 MHz (¹³C)). ¹H and ¹³C NMR spectra were calibrated against the residual DMF-d₆¹H NMR (8.03, 2.92 and 2.75 ppm) and ¹³C NMR (163.2, 34.9 and 29.8 ppm) signals. The splitting of proton resonances in the reported ¹H spectra is defined as s = singlet, d = doublet, t = triplet, br = broad band, m = multiplet. Electrospray ionization mass spectrometry (ESI-MS) was performed by LCQ Fleet ion trap spectrometer (Thermo Scientific; QualBrowser software, version 2.0.7) in positive (ESI+) and negative (ESI–) ionization modes of the methanol solutions. Elemental analyses were carried out using Flash 2000 CHNS Elemental Analyzer (Thermo Scientific).