2,2′-Diamino-N,N′-(o-phenylene)dibenzamide

Abstract

In the structure of the title compound, C20H18N4O2, the N—H and C=O bonds are trans to each other and the amide O atoms are syn to the ortho amino N atom in the benzoyl rings. The amide groups form dihedral angles of 8.4 (2) and 13.8 (2)° with their respective benzoyl rings, and dihedral angles of 51.85 (16) and 51.19 (17)° with the phenyl­enediamine ring. In the crystal, a centrosymmetric dimer is formed by inter­molecular N—H⋯O hydrogen bonds, resulting in an R 2 2(14) descriptor on a unitary level of graph-set analysis, and three intramolecular N—H⋯O bonds also occur.

2,2′-Dihydroxy-N,N′-(ethane-1,2-diyl)dibenzamide

“…Bisamides can be synthesized from a reaction between a diamine and an acylhalide under reflux (Apurba et al 2002 ;Fry et al 2010). Some synthesized bisamides have had their crystal structure determined (Booysen et al 2009). However, others have been synthesized and applied to several reactions, such as the hydroformylation of phenol (Maurya et al 2003) and due to the simplicity of the synthesis of these compounds, they have being applied to coupling reactions, such as the Suzuki reaction (Liu et al 2011).…”

“…For the synthesis of bisamides, see: Apurba et al (2002); Fry et al (2010). For similar bisamide crystal structures, see: Booysen et al (2009). For applications of bisamides as catalysts, see: Maurya et al (2003); Liu et al (2011).…”