Synthesis and structure of N-(diaminomethylidene)- and N-[bis(cyclohexylamino)methylidene]trifluoromethanesulfonamides |
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Authors: | L. L. Tolstikova N. N. Chipanina L. P. Oznobikhina B. A. Shainyan |
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Affiliation: | 1.Favorskii Irkutsk Institute of Chemistry, Siberian Division,Russian Academy of Sciences,Irkutsk,Russia |
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Abstract: | N-Trifluoromethylsulfonyl-substituted guanidines CF3SO2N=C(NHR)2 (R = H, cyclohexyl) were synthesized in nearly quantitative yield by reactions of N-sulfinyltrifluoromethanesulfonamide CF3SO2N=S=O with urea and of trifluoromethanesulfonamide with N,N′-dicyclohexylcarbodiimide. N-[Bis(cyclohexylamino)-methylidene]trifluoromethanesulfonamide was subjected to protonation with trifluoromethanesulfonic acid and bis(trifluoromethanesulfonyl)imide, and the structure of the resulting salts and initial N-trifluoromethylsulfonylguanidines was studied by NMR and IR spectroscopy and DFT quantum-chemical calculations. |
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