1207-69-8

Green to brown solid

The general procedure for the synthesis of 9-chloroacridine from acridinone was as follows: 9-acridinone (4.01 g, 21 mmol) was dissolved in phosphoryl chloride (105 mL, 1.13 mol), a magnetic stirrer was added, and the reaction was carried out at reflux for 12 hours. Upon completion of the reaction, the reaction solution was cooled to room temperature, slowly poured into crushed ice (650 g) and the pH was adjusted to a weak base with concentrated ammonium hydroxide. The resulting light brown solid was collected by filtration, washed well with water and subsequently dried in air for 24 hours. Purification by fast column chromatography (silica gel as stationary phase, eluent was a solvent mixture of 75% hexane, 20% THF and 5% triethylamine) gave 3.97 g (89% yield) of the target product, 9-chloroacridine, as fine yellow needle-like crystals. The obtained product was confirmed to be consistent with the sample prepared by Method A by TLC, melting point determination and spectral data analysis.

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