Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 515654, compound

Participants

Reaction Steps

To 500 ml of chloroform is added 9.8 g (0.03 mole) of fluoranthene-3,9-dicarbonyl chloride and 9.3 g (0.06 mole) of 3-diallylaminopropanol and the solution is refluxed for 16 hours. The dihydrochloride salt is converted to the free base by treating the chloroform solution with saturated aqueous sodium bicarbonate, separation of the organic and water layer, drying the organic layer over anhydrous magnesium sulfate and finally removing the solvent in vacuo. The residue is dissolved in butanone and acidified with ethereal hydrogen chloride. The salt is crystallized twice from methanol-butanone or water-methanol-butanone, M.P. 229°-231°C, and converted back to the free base to give a yellow viscous oil of bis(3-diallylaminopropyl)fluoranthene-3,9-dicarboxylate, λmax 0.1 NHCl 229 m μ, E1 cm 1% 605.

Provenance & Evidence