N′-(3-Bromo-7-oxo-7H-benzo[de]anthracen-9-yl)-N,N-dimethylimidoformamide

Abstract

We report a synthesis of 3-bromo-9-N′-(N,N-dimethylformamidino)benzanthrone in good yield by a condensation reaction of 3-bromo-9-aminobenzanthrone with dimethylformamide in the presence of phosphorous oxychloride. The structure of the synthesized amidine was characterized by FTIR-ATR, NMR experiments, and elemental analysis. The title compound was analyzed by UV-Vis and fluorescence spectroscopy in various organic solvents.

3-(Phenylethynyl)-7H-benzo[de]anthracen-7-one

“…Amongst anthraquinoid dyes, 7H-benzo[de]anthracen-7-one (benzanthrone) derivatives have gained wide recognition lately due to their excellent luminescent properties, such as photostability, sizable Stokes shifts, and noticeable solvatochromism, as well as their tunable fluorescence emission (from green to red) that is dependent on the nature of the substituents of the benzanthrone molecule and solvent properties [1][2][3] which enable these organic chromophores for use in a vast number of applications, both for scientific and technological needs. Namely, these compounds have reasonable potential to be used: as lipophilic fluorescent probes for parasitic trematodes and nematodes; for the diagnostics of several plant species' callus embryos by confocal laser scanning microscopy imaging [4][5][6][7]; for the selective detection of amyloid fibrils of the enzyme lysozyme [8,9]; as luminophore dyes in liquid crystal displays and polymeric materials [10][11][12]; for the production of organic thin films; and as probes for chromium(III) cations and the pH of solutions [13][14][15].…”