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Note | Regular issue | Vol 78, No. 6, 2009, pp.1549-1556
Published online, 6th February, 2009
DOI: 10.3987/COM-08-11626
Thermal Decomposition of N-Alkylated 2-Aminobenzophenones

Evelyn Cuevas Creencia,* Atsushi Takahashi, and Takaaki Horaguchi*

*Department of Chemistry, College of Science and Mathematics, MSU-Iligan Institute of Technology, Iligan City 9200, Philippines

Abstract

Thermal decomposition of N-alkylated 2-aminobenzophenones 1a-d was studied at 400-560 °C, using calcium oxide as catalyst. The reactions yielded both 5- and 6-membered heterocyclic compounds. The N-methylated-2-aminobenzophenones 1a-b decomposed at 400-560 °C to give 2-phenylindole 2 (47% at 500 °C from 1b), acridine 4 and phenanthridine 5, while the N-benzylated-2-aminobenzophenones 1c-d decomposed at 400-560 °C to give 2,3-diphenylindole 3 (33% at 450 °C and 400 °C from 1c and 1d, respectively), acridine 4 and phenanthridine 5.