Derivatization with TFAA was also performed in response to the tactic developed by Araújo et al. Each pattern was prepared to a final focus of 100 μg mL−1 by dilution of the initial methanolic resolution (1 mg mL−1) and was evaporated to dryness below nitrogen stream. Then a hundred μL of TFAA/ethyl acetate (1:1, v/v) was added to the dried residue and the incubation was carried out at 70 °C for 30 min. After cooling to room temperature, the solvent was evaporated to dryness beneath a nitrogen stream, and the residues have been reconstituted in one hundred μL of ethyl acetate. A 2 μL aliquot of the ensuing answer was injected into the GC-MS system. GC-MS analysis was performed with an Agilent 6890N GC system (Palo Alto, CA, USA) geared up with a 5975 Mass Selective Detector (Agilent Technologies, Palo Alto, CA, USA). The samples have been separated utilizing an Agilent J&W HP-5 capillary column (30 m × 0.32 mm ID, 0.25 μm movie thickness), and helium (Air Liquid, Alges, Portugal) was used because the carrier gas, at a relentless flow of 1.Three mL min−1.

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For merchandise 9 and 10, the NMR evaluation confirmed the presence of methylone in both samples. Methylone is a 1,3,4-trisubstituted aromatic compound characterized by one double doublet at 7.70 ppm (H-6′) and two doublets at 7.Forty seven (H-2′) and 7.04 ppm (H-5′) on 1H NMR spectrum. The singlet at 2.82 ppm integrates three protons and belongs to the N-methyl group (H-1″), while the doublet at 1.Sixty four ppm corresponds to the terminal methyl group of the alkyl aspect chain (H-3) that have been confirmed by the COSY experiment (Figure 7). Within the 13C NMR spectrum the signals from the eleven carbon atoms were assigned primarily based on two-dimensional experiments 1H-13C HSQC and HMBC (Figure 8). The carbon indicators corresponding to the phenyl ring were noticed at 108.5 (C-2′), 109.1 (C-5′), 127.0 (C-6′), 127.3 (C-1′), 148.9 (C-3′) and 154.1 ppm (C-4′), while the methylenedioxy group (C-7′) produced a signal at around 103 ppm. The carbonyl carbon (C-1) was discovered at 195.9 ppm, and the methine carbon (C-2) and the 2 methyl teams C-1″ and C-3 appeared at 59.9, 31.5 and 16.Three ppm, respectively.

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