N′-(2,4-Dinitrophenyl)acetohydrazide

Abstract

In the title compound, C8H8N4O5, the nitro groups ortho and para to the hydrazone group are twisted by 10.0 (2) and 3.6 (2)°, respectively, relative to the aromatic ring. The structure exhibits an intra­molecular N—H⋯O hydrogen bond between the hydrazide and ortho-nitro groups. There is a strong inter­molecular C=O⋯H—N hydrogen bond, giving rise to chains, and weaker ONO⋯NO2 [2.944 (2) Å] and C—H⋯O—N inter­actions linking the mol­ecules into a three-dimensional network.

Convenient Synthesis of Binary and Fused Pyrazole Ring Systems: Accredited by Molecular Modeling and Biological Evaluation

“…supporting information]. In addition, compound 11 exhibits identical mp, IR and 1 H NMR spectra to those reported in literature [18] …”

“…In addition, compound 11 exhibits identical mp, IR and 1 H NMR spectra to those reported in literature. [18] Furthermore, refluxing of compound 1 with 2-hydrazinyl-1H-benzo[d]imidazole (12) in mixture of ethanol and acetic acid (1 : 1, 15 ml) containing conc. H 2 SO 4 (few drops) at 150 ο C, produced two products as monitored by TLC analysis.…”

Evaluation of antioxidant and cytotoxic properties of phenolic N -acylhydrazones: structure–activity relationship

“…The modifications b , d and g possess the -OH group in the ortho position (R 5 ) of the B ring ( scheme 1 ), indicating its involvement in the enhanced cytotoxic effect in comparison with other B ring modifications. Some authors have also reported a favourable influence of substituents in the ortho position, and explain this with intramolecular H-bond formation between this -OH group and the hydrogen atom of the hydrazone −C=N–NH– moiety [ 73 , 74 ]. On the other hand, the h modification comprises two −OH groups in the R 6 and R 7 positions, which in series 2, 3 and 5 slightly reduces cell viability.…”

2-[1,1-Dioxo-2-(2,4,5-trifluorobenzyl)-2H-1,2-benzothiazin-4-yl]acetic acid

“…For synthetic details of the title compound, see: Chen et al (2011). For related structures, see: Ahmad et al (2008); Zia-ur-Rehman et al (2008). Mo K radiation = 0.25 mm À1 T = 293 K 0.20 Â 0.20 Â 0.20 mm…”