Controlling Solvate Formation of a Schiff Base by Combining Mechano-chemistry with Solution Synthesis

Abstract

Abstract. A Schiff base dicarboxylic acid (1) was prepared by condensation of 2-hydroxy-1-naphthaldehyde with 5-aminoisophthalic acid. Its solvates with pyridine (2a and 2b) and dimethylformamide (3) were prepared by liquid-assisted grinding and by conventional solvent-based methods. All products were characterised by FT-IR spectroscopy, thermogravimetric analysis and differential scanning calorimetry. The structures of 1, 2b and 3 were determined by single crystal X-ray diffraction. 1 was found to be a pure Schiff base, 2b a pyridine solvate and 3 a dimethylformamide solvate monohydrate. In all three structures, the Schiff base molecule appears to be present as the ketoamine tautomer.(doi: 10.5562/cca2111)

Spectroscopic and physical–chemical characterization of ambazone–glutamate salt

“…The slightly shift of the deconvoluted peaks from 287.05 and 284.6 eV for AMB to 287.9 and 285.03 eV, respectively, for AMB · Glu can be due to C-NH 3 + /C=NH 2 + protonation [33]. The N 1s spectrum of AMB shows two components (Fig.…”

“…In the 1800-1500 cm −1 spectral range a medium intensity, see Fig. 8, two bands at ≈1636 and ≈1613 cm −1 assigned to primary amine group -NH 2 due to bending vibration (or C=N stretching vibration) [33] are located. The scissoring vibration of primary amine -NH 2 at ≈1591 cm −1 was also observed.…”

“…The vibration at 1527 cm −1 (w) is assigned to symmetric -NH 3 + deformation vibration [29]. The C=S stretching vibration at 1159 cm −1 in the spectrum of AMB [33] is shifted to 1203 cm −1 in the spectrum of AMB · Glu. In the 860-680 cm −1 region the vibration at 776 cm −1 (s) is due to a strong coupling between to C=S and C=N [29] for AMB and at 786 cm −1 for AMB · Glu which can be a prove of the coupling diminishing.…”

Microwave Assisted Synthesis, Spectral Correlation and Antimicrobial Evaluation of Some Aryl Imines

“…Schiff's bases are generally Bi-or tri-dentate ligands capable of forming very stable complexes with transition metals 2 . Schiff's bases, derived from aromatic amines and aromatic aldehydes are reported to be involved in the study of asymmetric catalysis 3 , agnetic properties 4 , photochromism 5 , binding with DNA 6 , construction of supra molecular structures 7 , the study of activity against Ehrlichascites carcinoma (EAC) 8 the field of dyes and pigments 9 , the development of corrosion inhibitors 10 , anti-HIV 11 and in the evaluation of physical properties in the crystalline state 12 . Optically active imine derivatives possess multipronged biological activities such as antimicrobial 13 , anticancer 14 anti-tubularcular [15][16][17] , nematicidal-insecticidal 18 , anti-inflammatory and lipoxygenas 19 .…”

(<i>E</i>)-N-Substitutedbenzylidene-4-Methoxyanilines as Insect Antifeedants

“…The bi-or tri-dentate Schiff's base ligands were forming complexes with transition metals [3,4]. Schiff's bases, derived from aromatic amines and aromatic aldehydes are reported to be involved in the study of asymmetric catalysis [5], magnetic properties [6], photochromism [7], binding with DNA [8], construction of supra molecular structures [9], the study of activity against Ehrlichascites carcinoma (EAC) [10], the field of dyes and pigments [11], the development of corrosion inhibitors [12], anti-HIV [13] and in the evaluation of physical properties in the crystalline state [14].…”