Reaction of Some 2‐Quinolone Derivatives with Phosphoryl Chloride: Synthesis of Novel Phosphoric Acid Esters of 4‐Hydroxy‐2‐quinolone

Abstract

in Wiley Online Library (wileyonlinelibrary.com).3-Chloroquinoline-2,4-diones do not react with phosphoryl chloride, however, 2,4-dichloroquinolines and/or 4chloroquinolin-2-ones are formed in the presence of N,N-dimethylaniline. Along with these compounds, small quantities of novel dihydrogen phosphates of 4-hydroxyquinolin-2-ones were isolated. We outline a simple procedure that allows for the preparation of these compounds in moderate to good yields. All compounds were characterized by 1 H and 13 C NMR, IR, EI-MS, and ESI-MS spectroscopy, and in select cases by 31 P NMR spectroscopy.

Synthesis of 1,4-Benzodiazepine-2,5-diones by Base Promoted Ring Expansion of 3-Aminoquinoline-2,4-diones

“…The reagents and solvents were used as obtained from the commercial sources. Compounds 1a, 43,45 1d, 60 1e, 61 1f, 61 1h, 45 1j, 43 1k, 43,61 and 1l 43,45,61 were prepared as described in the literature. Column chromatography was carried out on Silica gel 60 (particle size 0.063−0.2 mm, activity acc.…”