Compound 15: bis(4-(ethoxycarbonyl)-1-(4-methoxybenzyl)-1H-pyrazol-5-olate)magnesium

DOI: 10.14469/hpc/11331 Metadata

Created: 2022-10-09 10:26

Last modified: 2024-06-26 12:42

Author: Henry Rzepa

License: Creative Commons: Public Domain Dedication 1.0

Funding: (none given)

Description

Crystal, IR and NMR data for Bis(ethanol) bis(4-(ethoxycarbonyl)-1-(4-methoxybenzyl)-1H-pyrazol-5-olate)magnesium (15): MgCl2 (43.0 mg,0.449 mmol, 1.00 equiv) in EtOH and H2O (1 : 1; 2.0 mL) was added with stirring to pyrazolone 8 (248 mg,0.987 mmol, 2.00 equiv) in EtOH (3.0 mL) at 79 °C. Aqueous NaOH (2 M; 0.45 mL, 0.987 mmol, 2.00 equiv) was added with stirring and the mixture was heated at reflux for 14 h, cooled to room temperature and the precipitate was collected by filtration and dried in vacuo. Mg-pyrazolone complex 15 (225 mg, 0.337 mmol, 75%) was obtained as a white solid, essentially pure by its 1H NMR spectrum. Crystals suitable for X-ray crystallography were obtained by slow evaporation from an EtOH solution of 15. 1H-NMR (400 MHz, OC(CD3)2): δ (ppm) = 7.39 (s, 1H), 7.16 (s, 2H), 6.71 (d, J = 8.1 Hz, 2H), 4.86 (s, 2H), 4.02 (s, 2H), 3.72 (s, 3H), 3.14 (s, 2H), 1.06 (s, 3H). 13C{1H}-NMR (101 MHz, OC(CD3)2): δ (ppm) = 170.1, 159.7, 138.4, 131.6, 130.0, 114.3, 93.3, 61.1, 55.4, 48.7, 14.5. IR (Diamond-ATR, neat) νmax (cm-1) = 1610, 1583, 1567, 1539, 1512, 1441, 1325, 1254, 1234, 1176, 1023, 839, 813. m.p.: 178 – 182 °C (EtOH); >230 °C (decomp.). Anal. Calcd for C28H30MgN4O8 ∙ 3 H2O: C, 53.47; H, 5.77; N, 8.91. Found: C, 53.40; H, 5.73; N, 8.39.

Member of collection / collaboration

DOIDescription
10.14469/hpc/10386 Syntheses and Characterization of Main Group, Transition Metal, Lanthanide and Actinide Complexes of Bidentate Acylpyrazolone Ligands

Members

DOIDescription
10.14469/hpc/11512 NMR Data for Compound 15.
10.14469/hpc/11647 IR Data for Compound 15.
10.14469/hpc/11333 Primary Crystal data for Compound 15. Bis(ethanol) bis(4-(ethoxycarbonyl)-1-(4-methoxybenzyl)-1H-pyrazol-5-olate)magnesium

Edit