N,N-Diphenyl-2-(quinolin-8-yloxy)acetamide monohydrate

Abstract

In the title compound, C23H18N2O2·H2O, all bond lengths and angles are within normal ranges. The dihedral angles formed by the two phen­yl rings with the quinoline moiety are 61.40 (9) and 85.66 (8)°. The crystal packing is stabilized by inter­molecular C—H⋯O and O—H⋯O hydrogen bonds involving the solvent water mol­ecule.

N-Phenyl-2-(quinolin-8-yloxy)acetamide hemihydrate

“…Recently, we have reported the structure of an amide-type acyclic compound with an 8-hydroxyquinolinate skeleton, namely N,N-diphenyl-2-(quinolin-8-yloxy)acetamide monohydrate, (II) (Wen et al, 2005). In order to investigate the effect of the substituent groups of the acyclic compounds on the coordination selectivity and extractability for metal ions, we have synthesized and carried out the structure determination of the title compound, (I).…”

N,N-Dicyclohexyl-2-(5,7-dibromoquinolin-8-yloxy)acetamide

“…For related literature, see: Allen et al (1987); Bratzel et al (1972); Li et al (2005); Patel & Patel (1999); Wen et al (2005).…”

“…Recently, the structures of the unsubstituted 8-hydroxyquinolinate amide-type compounds, namely Nphenyl-2-(quinolin-8-yloxy)acetamide, (II) (Li et al, 2005) and N,N-diphenyl-2-(quinolin-8-yloxy)acetamide, (III) (Wen et al, 2005) have been reported. Here, we have synthesized and carried out the structure determination of the title compound, (I) ( Fig.…”

“…2-Chloro-N,N-dicyclohexylacetamide was prepared by the reaction of dicyclohexylamine and chloroacetyl chloride in the presence of triethylamine, according to the literature method of Wen et al (2005). To a solution of 5,7-dibrom-8-hydroxyquinoline (3.02 g, 10 mmol) in acetone (60 ml) were added 2-chloro-N,N-dicyclohexylacetamide (2.58 g,10 mmol), K 2 CO 3 (1.52 g, 11 mmol) and KI (0.5 g), and the resulting mixture was stirred at 333 K for 5 h. After cooling to room temperature, the mixture was washed three times with water and filtered.…”

2-(5,7-Dichloroquinolin-8-yloxy)-N,N-diphenylacetamide

“…For related literature on unsubstituted 8-hydroxyquinolinate amide compounds, see: Li et al (2005); Wen et al (2005). For applications of 8-hydroxyquinoline derivatives, see: Bratzel et al (1972); Patel & Patel (1999).…”