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2-Amino-6-[(2,6-dichloro-phen-yl)imino]-3-oxocyclo-hexa-1,4-dienecarbaldehyde

2-Amino-6-[(2,6-dichloro-phen-yl)imino]-3-oxocyclo-hexa-1,4-dienecarbaldehyde

Cláudia M B Neves, José A Fernandes, Mário M Q Simões, M Graça P M S Neves, José A S Cavaleiro, Filipe A Almeida Paz

Acta Crystallogr Sect E Struct Rep Online. 2011 Nov;67(Pt 11):o3022-3.

PMID: 22220038

Abstract:

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-dichloro-phenyl-amino)-phen-yl]acetic acid}, an anti-inflammatory drug, with hydrogen peroxide catalysed by chlorido[5,10,15,20-tetra-kis-(2,6-dichloro-phen-yl)porphyrinato]manganese(III), using ammonium acetate as co-catalyst. The asymmetric unit contains two crystallographically independent mol-ecules of the title compound (Z' = 2). The close packing of individual mol-ecules 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 imino-quinone rings = 3.7604 (13) Å] and Cl⋯O inter-actions [3.0287 (18) Å].

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP15362400-B	Diclofenac related compound A		15362-40-0	Price

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