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2-Amino-6-[(2,6-dichloro­phen­yl)imino]-3-oxocyclo­hexa-1,4-dienecarbaldehyde

The title compound, C(13)H(8)Cl(2)N(2)O(2), was obtained by the oxidation of diclofenac {systematic name: 2-[2-(2,6-dichloro­phenyl­amino)­phen­yl]acetic acid}, an anti-inflammatory drug, with hydrogen peroxide catalysed by chlorido[5,10,15,20-tetra­kis­(2,6-dichloro­phen­yl)porphyrinato]manganese(I...

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Detalles Bibliográficos
Autores principales: Neves, Cláudia M. B., Fernandes, José A., Simões, Mário M. Q., Neves, M. Graça P. M. S., Cavaleiro, José A. S., Almeida Paz, Filipe A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247420/
https://www.ncbi.nlm.nih.gov/pubmed/22220038
http://dx.doi.org/10.1107/S1600536811042619
Descripción
Sumario:The title compound, C(13)H(8)Cl(2)N(2)O(2), was obtained by the oxidation of diclofenac {systematic name: 2-[2-(2,6-dichloro­phenyl­amino)­phen­yl]acetic acid}, an anti-inflammatory drug, with hydrogen peroxide catalysed by chlorido[5,10,15,20-tetra­kis­(2,6-dichloro­phen­yl)porphyrinato]manganese(III), using ammonium acetate as co-catalyst. The asymmetric unit contains two crystallographically independent mol­ecules of the title compound (Z′ = 2). The close packing of individual mol­ecules is mediated by a series of strong and rather directional N—H⋯Cl and N—H⋯O hydrogen bonds, plus weak π–π [distance between the individual double bonds of symmetry-related imino­quinone rings = 3.7604 (13) Å] and Cl⋯O inter­actions [3.0287 (18) Å].