Y. Popov, T. K. Korchagina, E. A. Karataeva
Feb 22, 2013
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Journal
Russian Journal of General Chemistry
Abstract
The N-substituted amidines containing diphenyloxide fragment are of great practical interest, since they exhibit various biological activities. In particular, N-methylN-phenyl-3-phenoxyphenylamidine may find application in pharmacology owing to the predicted high biological activities such as anti-tumor, anti-cancer and anti-thrombosis with virtually absent toxic and carcinogenic effects. The amidine can also serve as a starting reagent for the synthesis of some pharmacologically active derivatives. 3-Phenoxybenzyl acid ethylimidate hydrochloride I derived from 3-phenoxybenzonitrile via the Pinner reaction [1] was used as a precursor for the synthesis of N-methyl-N-phenyl-3-phenoxyphenylamidine. The synthesis was performed via the intermediate formation of hydrochloride III in the reaction of ethylimidate I with N-methylaniline II. The reaction takes place at 101°C in anhydrous dioxane for 4 h at a molar ratio I:II = 1:1.2.