Reaction of 2-amino-4-imino-2-perfluoropentene with ethylenediamine and diethylenetriamine |
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Authors: | V. I. Saloutin Z. E. Skryabina Y. V. Burgart O. N. Chupakhin M. Font-Altaba X. Solans M. Font-Bardia |
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Affiliation: | (1) Institute of Organic Chemistry, Ural Branch of the Russian Academy of Sciences, 20 ul. S. Kovalevskoi, 620219 Ekaterinburg, Russian Federation;(2) Department of Crystallography, Mineralogy, and Deposits, Barcelona University, 08028 Barcelona, Spain |
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Abstract: | The transamination of 2-amino-4-imino-2-perfluoropentene with ethylenediamine gives the corresponding 6-fluoro-5,7-bis(trifluoromethyl)-2,3-dihydro-1H-1,4-diazepine. The transamination of 2-amino-4-imino-2-perfluoropentene by diethylenetriamine is accompanied by intramolecular nucleophilic substitution of the α-fluorine atom to form 1,9-bis(trifluoromethyl)-3,4,6,7-tetrahydro-2H-pyrazino[1,2-a]pyrazine whose structure was established by an X-ray structural investigation. Several salts of this bicyclic compound and its complex with BF3 have been described. Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1773–1776, October, 1993. |
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Keywords: | 2-amino-4-imino-2-perfluoropentene β -aminovinylimine ethylenediamine diethylenetriamine transamination N-heterocycles intramolecular nucleophilic substitution |
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