The reaction network of indole hydrodenitrogenation (HDN) was investigated
over gamma-Al2O3 supported NiMo sulfide catalysts in an effort to acquire a
fundamental understanding of the different reaction pathways in the mechan
ism. Experiments were performed primarily at 1000 psig, using a wide range
of temperatures and feed concentrations. The effect of H2S on different rea
ction Steps of the network was also investigated. Two major pathways were p
roposed to account for the formation of ethylcyclohexane (ECH) and ethylben
zene (EB) which are the two main HDN products from indole. One route occurs
from the hydrogenolysis of indoline to o-ethylaniline (OEA) and the other
from the hydrogenation of indoline to octahydro-indole. Also included in th
e proposed mechanism is a secondary route from o-ethylcyclohexylamine (OECH
A) to ethylcyclohexene (ECHE), that occurs through a nucleophilic substitut
ion reaction. The product distribution was a strong function of temperature
and H2S concentration. H2S enhanced the hydrogenolysis reactions but inhib
ited the hydrogenation reactions. (C) 2000 Elsevier Science B.V. All rights
reserved.