Synthesis
Under standard reaction conditions, 5.0 mg of Pd-gCN catalyst (containing 5.0 wt% Pd) was added to an ethanol solution (2 mL) containing 1.0 mM 1-(4-nitrophenyl)-1H-pyrrole, followed by the addition of 2 mM (1.2 eq., 0.07 mL) of 60% hydrazine hydrate solution. The reaction mixture was transferred to a 10 mL round bottom flask and reacted at reflux temperature (70 °C) for 4 hours. After completion of the reaction, the mixture was cooled to room temperature and the catalyst was isolated by filtration. The filtrate was purified by silica gel column chromatography to give 4-(1-pyrrolyl)aniline. For dinitroaromatic substrates, 4.0 mM (2.4 eq., 0.14 mL) of 60% hydrazine hydrate solution is required.
References
[1] Applied Catalysis A: General, 2016, vol. 523, p. 31 - 38
[2] European Journal of Medicinal Chemistry, 2015, vol. 96, p. 369 - 380
[3] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 1996, vol. 51, # 6, p. 757 - 764
[4] Recueil des Travaux Chimiques des Pays-Bas, 1943, vol. 62, p. 177,181, 183
[5] Farmaco, Edizione Scientifica, 1983, vol. 38, # 4, p. 219 - 231
