(E)-4-Hydroxy-N′-(4-hydroxy-3-methoxybenzylidene)benzohydrazide

Abstract

In the title compound, C15H14N2O4, the N=C double bond has an E configuration. The two benzene rings make a dihedral angle of 28.59 (6)°. In the crystal, mol­ecules are linked into a three-dimensional network by inter­molecular N—H⋯O, O—H⋯O and C—H⋯O hydrogen bonds and stabilized by weak C—H⋯π inter­actions.

Synthesis and Structure-Activity Relationship Studies of Hydrazide-Hydrazones as Inhibitors of Laccase from Trametes versicolor

“…The hydrazide-hydrazones which had phenyl or alkyl group near the salicylic hydroxy group caused a weak bathochromic effect. The spectroscopic data were consistent with the data published in the literature [46][47][48][50][51][52][53]. The geometry of the imine CH=N double bond of the aroyl hydrazones has an E configuration, which was proved by crystallographic studies of the imine derivatives of 4-hydroxybenzhydrazide with aldehydes such as 2,3-dimethoxybenzaldehyde [50], 5-bromosalicylaldehyde (2d) [53] and vanillic aldehyde (2g) [52].…”

“…Purity and homogeneity of known compounds were confirmed by measuring their m.p. for 1a [44], 1c [46], 1e [47], 1f [48], 1g [49], 1h-j [50], 2d [49], 2g [51], 4b [89], 4c [90], 6a [60], 6d [91], 6e [57], 6f [92], 7a [93], 7b [56], 7d [61], 7f [62], 8b [94], and 8c [95], or boiling points for 6b [96], 7e [97], FT-IR spectra for 1a [51], 1g [52], 1h-i [50], 2g [51], 1 H-and 13 C-NMR spectra for 1c [46], 1e [47], 1f [48], 1g [46], 1h-j [50], 2c [48], 2d [53] and/or HRMS for 2c [48], and comparing them with literature data. All new hydrazide-hydrazones 1b, 1d, 2a-b, 2e-f, 2h, 3a-g, were fully characterized.…”

(E)-2-Chloro-N′-(4-hydroxybenzylidene)benzohydrazide

“…In recent years, hydrazone compounds have attracted much attention due to their syntheses and crystal structures (Hashemian et al, 2011;Lei, 2011;Shalash et al, 2010). As a continuation of our work on such compounds (Li, 2011a,b), the author reports herein on the crystal structure of the new title hydrazone compound.…”

“…For the syntheses and crystal structures of hydrazone compounds, see: Hashemian et al (2011); Lei (2011); Shalash et al (2010). For the crystal structures of similar compounds, reported recently by the author, see: Li (2011a,b Table 1 Hydrogen-bond geometry (Å , ).…”

N′-(2-Chlorobenzylidene)-2-fluorobenzohydrazide

“…(Ajani et al, 2010;Angelusiu et al, 2010;Zhang et al, 2010;Horiuchi et al, 2009) as well as their crystal structures (Ban, 2010;Hussain et al, 2010;Shalash et al, 2010;Khaledi et al, 2009). In the present paper, the title new hydrazone compound is reported.…”