N′-[4-(Dimethylamino)benzylidene]-3-hydroxybenzohydrazide

Abstract

The title compound, C16H17N3O2, was synthesized by the reaction of 4-dimethyl­amino­benzaldehyde with 3-hydroxy­benzoic acid hydrazide in methanol. The dihedral angle between the two benzene rings in the mol­ecule is 9.2 (2)°. In the crystal structure, mol­ecules are linked through inter­molecular O—H⋯O, O—H⋯N and N—H⋯O hydrogen bonds, forming layers parallel to the bc plane.

N′-[4-(Dimethylamino)benzylidene]benzohydrazide

“…In (I) ( Fig. 1), the bond lengths and angles are normal and comparable to the values observed in similar compounds (Nie et al, 2008;Fun et al, 2008;Alhadi et al, 2008). The dihedral angle between the two aromatic rings in the Schiff base molecule is 4.51 (18) °, indicating that two these rings are approximately coplanar.…”

“…For the biological properties of Schiff base ligands, see Bedia et al (2006). For related crystal structures, see: Fun et al (2008); Alhadi et al (2008); Nie (2008).…”

N′-[1-(4-Chlorophenyl)ethylidene]benzohydrazide

“…In (I) ( Fig. 1), the bond lengths and angles are normal and comparable to the values observed in similar compounds (Nie, 2008;Fun et al, 2008). The C═N (C8═N2) bond length in the molecule is 1.270 (7) Å showing the double-bond character.…”

“…For applications of Schiff base derivatives and their complexes, see: Chavan et al (2011); Ray et al (2011). For the crystal structures of related compounds, see: Nie (2008); Fun et al (2008).…”

(E)-N′-[1-(4-Bromophenyl)ethylidene]-2-hydroxybenzohydrazide

“…For the biological properties of Schiff base ligands, see: Jeewoth et al (1999). For related structures, see: Fun et al (2008); Cui et al (2009); Nie (2008).…”