77436-77-2Relevant academic research and scientific papers
NUCLEOPHILIC HETEROAROMATIC SUBSTITUTIONS. XL. THE COURSE OF THE REACTION OF 2-PHENYLTHIO-1,3,5-TRIAZINE WITH PIPERIDINE IN NON-POLAR SOLVENTS
Porrozzi, Gianfranco,Sleiter, Giancarlo
, p. 609 - 612 (2007/10/02)
2-Phenylthio-1,3,5-triazine, 1, was prepared by the reaction of 2-phenoxy-1,3,5-triazine with sodium benzenethiolate in a benzenethiol-benzene mixture.In isooctane solution, 1 reacted with piperidine to yield 2-piperidino-1,3,5-triazine, 3 (48percent), N-cyano-N',N'-pentamethyleneformamidine, 4 (39percent), and a yellow oil, 2 (9percent).Structure 4 was assigned on the basis of analytical and spectroscopic data.The chemically labile, yellow compound 2, for which only conjectures can be made about its structure, proved to be an intermediate in the formation of 4.The change of the solvent from isooctane to dioxan and the addition of either quinuclidine or 2-piperidone to the reaction mixture considerably increases the yield of 3 and has a favourable effect on the overall conversion of 1 into products 3 and 4.
