4-(2-Benzylaminoacetyl)-1,2,3,4-tetrahydroquinoxalin-2-one

Abstract

Key indicatorsSingle-crystal X-ray study T = 291 K Mean (C-C) = 0.002 Å Disorder in main residue R factor = 0.044 wR factor = 0.155 Data-to-parameter ratio = 16.0For details of how these key indicators were automatically derived from the article, see

[1-(Benzylsulfonyl)-3-(4-nitrophenyl)-1,2,3,4-tetrahydroquinoxalin-2-yl](4-bromophenyl)methanone 2-methylpropanol hemisolvate

“…1) with puckering parameters (Cremer & Pople, 1975) Q = 0.476 (5), polar angle =48.8 (5) and ' = 258.0 (7) . The total puckering amplitude Q for this ring is substantially larger than that in other compounds having a similar ring fragment (Kruszynski et al, 2002(Kruszynski et al, , 2006Beddoes et al, 1992). This can be attributed to the presence of several bulky substituents in (I), apparently causing steric strain in the tetrahydropyrazine fragment.…”

“…In the crystal structure, the methanone molecules form a centrosymmetric dimer via intermolecular N-HÁ Á ÁO hydrogen bonds. Comment 1,2,3,4-Tetrahydroquinoxaline derivatives are of particular interest because of their potential pharmacological applications (Frizelle et al, 2006;Morissette et al, 2004); this has stimulated structural studies of such compounds (Kruszynski et al, 2006;Beddoes et al, 1992).…”

4-[(4-Ethoxyphenyl)aminoacetyl]-6,7-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one

“…Compound (V) was prepared according to the method depicted in the scheme. Compound (I) (Kruszynski et al, 2006) (0.02 mol) was dissolved in anhydrous ethanol (500 ml) with fine-powdered sodium carbonate (0.07 mol). 1-Amino-4-ethoxybenzene (0.02 mol) was then added and the reaction mixture was heated at boiling point under reflux for 10 h. The solvent was then distilled off and the dry residue was recrystallized from ethanol.…”

“…The crystal structures of four derivatives of this family have been described previously, namely N,N 0 -bis(2-(4-ethoxyphenyl)amino)-4,5-dimethyl-o-phenylenediamine, (III) (Kruszynski et al, 2001), 4-[(4-ethoxyphenyl)aminoacetyl]-1,2,3,4-tetrahydroquinoxalin-2-one, (VA) (Kruszynski et al, 2002a), 4-(2-benzylamino-1-oxoethyl)-1,2,3,4-tetrahydro-6,7dimethylquinoxalin-2-one (Kruszynski et al, 2002b) and 4-(2benzylamino-1-oxoethyl)-1,2,3,4-tetrahydroquinoxalin-2-one (Kruszynski et al, 2006). We now describe the synthesis and crystal structure of the title compound, (V) ( Fig.…”