[Synthesis and analytical characterization of dansyl derivatives of morphine-like substances]

Dansyl derivatives of morphine-like substances were prepared using dansyl-chloride in acetone in the presence of sodium hydrogen carbonate. The reaction was selective for the phenolic hydroxyl group and was also quantitative. The purity of crystalline dansyl derivatives was checked by thin layer chromatography. Their structure was confirmed by PMR and MS spectra. Characteristic chemical shifts and MS fragments of the new derivatives were determined. UV spectra of the parent compounds and the dansyl derivatives were recorded. It was found that the absorbance of dansyl derivatives at 286 nm increased four-fold and a new band appeared at 320 nm. Some thin-layer chromatographic systems were elaborated to detect and separate dansyl derivatives. HPLC studies were done using normal as well as reversed phase. Parent compounds and their dansyl derivatives were separated easily by HPLC.