1,3,5-Triazines. Part XII. The reaction of trichloro-1,3,5-triazine (cyanuric chloride) with N-phenyl-pyrrole, -indole, -carbazole, and -diphenylamine, and N-ethyl-pyrrole, -carbazole, and -diphenylamine

Abstract

The reactions of trichloro-1,3,5-triazine (cyanuric chloride) with N-phenyl-pyrrole, -indole, and -carbazole, with N-ethyl-pyrrole, and -carbazole, and, for comparison purposes, with ethyldiphenylamine and triphenylamine have been investigated. The reaction with N-substituted pyrrole and indole yields products substituted at the 2- and 3-position respectively of the five-membered ring. N-Ethylcarbazole gives a ‘carbon’ product substituted at the 3-position and a ‘nitrogen’-substituted product whilst N-phenylcarbazole gives two ‘carbon’ derivatives substituted on the benzo and phenyl nucleus respectively. Ethyldiphenylamine gives a ‘para-carbon’-substituted and a ‘nitrogen’-substituted derivative whilst triphenylamine yields a single ‘para-carbon’-substituted derivative.