SYNTHESIS OF SALTS OF N-ALLYLTRICHLOROACETAMIDINIUM HEXAHALOGENOTELLURATE

Amidines with a trichloromethyl group exhibit the properties of inotropic agents, which are used as scaffolds in synthesizing aza-hete­rocycles and ligands for complex formation. Functionalized amidines show anticancer, antidiabetic activity, antihypertensive antiparasitic agents. The synthesis new functional derivatives such is definitely an urgent task. introduction alkenyl substituent several nucleophilic centers amidine creates prerequisites electrophilic cyclization. This work aims to study reactions N-allyl-N-methyl-N'-(trimethylsilyl)-2,2,2-trichloroethanimidamide tellurium halides.
 starting was synthesized from N-allyl-N-methyl-­2,2,2-­trichloroethanimidamide by action trimethylsilyl chloride presence triethylamine base. reaction N-­allyl-­N-methyl-N'-(trimethylsilyl)-2,2,2-trichloroethanimidamide dioxide hydrohalic acid carried out while cooling 0°C. Elemental analysis confirms that reagent its acidic form complex. 1H NMR spectra obtained complexes indicate absence EVC - spin pattern proton signals allylic substituent, characteristic compounds, preserved, but shifted 0.3–0.6 ppm. trimethyl salt indicates removal imide protection under these conditions. broade­ned singlet weak field pre­sence protons. Apparently, protonation does not take place on multiple bonds, but, presumably, nitrogen atom. Based elemental analysis, composition formed determined: N-allyl-N-methyl-2,2,2-trichloroethanimidamidine: hexahalogenotelluric 1:0.5, contains 4 or 3 water molecules. So interaction tetrahalides strongly environment, tellurium- proton-induced cyclization occur, hexahalogeno­tellurate N-allyl-N-methyl-2,2,2-trichloro­etha­neimidamidinium regardless polarity solvent.