Reaction of 2-amino-4-imino-2-perfluoropentene with ethylenediamine and diethylenetriamine

Article abstract of DOI:10.1007/BF00697043

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. - Key words: 2-amino-4-imino-2-perfluoropentene; β-aminovinylimine; ethylenediamine; diethylenetriamine; transamination; N-heterocycles; intramolecular nucleophilic substitution.