Avance 300 mhz instrument

TZD-PCH (1–6) and TZD-TSC (7–12) hybrid molecules were resynthesized by previously reported procedures [43 (link),44 (link),45 (link)]. All commercial reactants and solvents were purchased from either Alfa Aesar (Kandel, Germany) or Tokyo Chemical Industry Co. (Tokyo, Japan) with the highest purity and were used without further purification. Melting points (Gallenkamp MPD 350.BM 3.5 apparatus; Sanyo, Japan) and NMR spectra (Bruker Avance 300 MHz instrument with DMSO-d₆ as a solvent and TMS as an internal standard) were found in accordance with the literature data.
To the mixture of 0.001 mol of corresponding formylphenyl (2,4-dioxothiazolidin-5-yl/ylidene)acetate and 0.001 mol of isonicotinic acid hydrazide, 8 mL of anhydrous ethanol was added. The mixture was heated under reflux until the substrates dissolved (15 min). After this, the mixture was cooled to room temperature and the precipitate was filtered off, dried and crystallized using butanol.
To the mixture of 0.001 mol of corresponding formylphenyl (2,4-dioxothiazolidin-5-yl/ylidene)acetate and 0.001 mol of thiosemicarbazide, 5 mL of ethanol was added. The reaction mixture was heated under reflux for 15 min. After cooling, the precipitate was filtered off and washed with ethanol. After drying, the precipitate was recrystallized using the appropriate solvents (butanol or acetic acid).

¹H and ¹³C NMR measurements were performed on a Bruker Avance 300 MHz instrument at 25 °C in deuterated chloroform, and the chemical shift and coupling constant values were reported on the δ (ppm) & J (Hz) scale relative to TMS. Based on the obtained results, the purified compound was termed as NMKD7.