3-[(E)-2-(5,7-Dichloro-8-hydroxyquinolin-2-yl)vinyl]-4-hydroxyphenyl acetate

Abstract

The two symmetry independent mol­ecules of the title compound, C19H13Cl2NO4, show similar conformations with the acetyl group twisted strongly relative to the remaining, virtually flat (r.m.s. deviations = 0.0173 and 0.0065 Å), part of the mol­ecule. The hydroxyl groups of the 8-hydroxy­quinoline residues are involved in intra­molecular O—H⋯N hydrogen bonds, which, in one case, forms a part of a three-center inter­action. Inter­molecular O—H⋯O hydrogen bonds assemble the mol­ecules into a one-dimensional polymeric structure extended along the a axis. The 4-hydroxy­phenyl group of one mol­ecule forms an O—H⋯O hydrogen bond, in which the hydroxyl H atom is disordered, with its inversion center counterpart.

Synthesis, spectroscopy and computational studies of some biologically important hydroxyhaloquinolines and their novel derivatives

“…The development of new and more efficient methodologies to transform hydroxyhaloquinolines to their derivatives which could help to look deeper into reasons of HIV inhibition is a subject of continuous interest in our laboratory [10,[13][14][15][16][17][18]. To understand their reactivity we compared selected geometric parameters such as bond lengths and bond angles presented on Tables 1-5.…”

Investigating the Activity Spectrum for Ring-Substituted 8-Hydroxyquinolines

“…Yield 83% of a beige crystalline compound; Mp. 102-1030 °C; HPLC purity 98.96%; UV (nm), λ max /log ε: 321.9/3.65 [ 41 ].…”