Isopropanol → Bis(3-diethylaminopropyl) 9-ethylcarbazole-3,6-dicarboxylate dihydrochloride

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Reaction Steps

To 250 ml of isopropanol is added 10.0 g (0.035 mole) of 9-ethylcarbazole-3,6-dicarboxylic acid, 21.2 g (0.14 mole) of 3-diethylaminopropylchloride and 0.5 ml of 60% aqueous benzyltrimethylammonium chloride. The solution is heated at reflux for 2 hours with stirring and then allowed to stir overnight at room temperature. Addition of ether to the reaction mixture gives a crystalline product which is recrystallized twice from methanol-acetone to give bis(3-diethylaminopropyl)-9-ethylcarbazole-3,6-dicarboxylate dihydrochloride. M.P. 233°-234°C.

Provenance & Evidence