N′-[(E)-Furan-2-ylmethylidene]pyridine-3-carbohydrazide

Abstract

The title compound, C11H9N3O2, exists in the E conformation with respect to the azomethane C=N bond, and has the keto form. There are two independent mol­ecules in the asymmetric unit and each of these features a slight slanting of the pyridine and furan rings, which form a dihedral angle of 14.96 (10)° in one of the mol­ecules and 5.53 (10)° in the other. The crystal structure is stabilized by N—H⋯O and N—H⋯N hydrogen bonds, weak C—H⋯O and C—H⋯N hydrogen bonds and C—H⋯π inter­actions and π–π inter­actions [shortest centroid–centroid distance = 3.7864 (15) Å].

N′-[(E)-5-Bromo-2-hydroxy-3-methoxybenzylidene]-4-methoxybenzohydrazide monohydrate

“…For the biological activity of hydrazone compounds, see: Metwally et al (2006); Cukurovali et al (2006). For the synthesis of related compounds, see: Emmanuel et al (2011); Mangalam & Kurup (2011). For standard bond lengths, see: Allen et al (1987).…”

“…The title compound was prepared by adapting a reported procedure (Emmanuel et al, 2011;Mangalam & Kurup, 2011) by refluxing a mixture of methanolic solutions of 4-methoxybenzhydrazide (0.1661 g, 1 mmol) and 5-bromo-3-methoxysalicylaldehyde (0.2309 g, 1 mmol) for 4 h. The formed crystals were collected, washed with few drops of methanol and dried over P 4 O 10 in vacuo. Single crystals of the title compound suitable for X-ray analysis were obtained by slow evaporation from its methanolic solution.…”

N′-[(E)-4-Benzyloxy-2-hydroxybenzylidene]benzohydrazide

“…For the biological activity of hydrazones, see: Patil et al (2010); Zhang et al (2010). For the synthesis of related compounds, see: Emmanuel et al (2011); Mangalam & Kurup (2011). For related structures, see: Lin & Sang (2009); Mohd Lair et al (2009).…”

“…The title compound was prepared by adapting a reported procedure (Emmanuel et al, 2011;Mangalam & Kurup, 2011) by refluxing a mixture of methanolic solutions of benzhydrazide (0.136 g,1 mmol) and 4-benzyloxysalicylaldehyde (0.2282 g,1 mmol) for 4 h. The formed crystals were collected, washed with few drops of methanol and dried over P 4 O 10 in vacuo. Single crystals of the title compound suitable for X-ray analysis were obtained by slow evaporation from its methanolic solution.…”

Synthesis, characterization and crystal structure of N'-[(E)-furan-2-ylmethylidene]furan-2-carbohydrazide

“…Structure of the compound is of great importance when structure-activity related studies (SAR) are undertaken. Due to the crystalline nature of majority of acyl hydrazones, their crystal structures are widely studied [10][11][12].…”