SYNTHESES AND DEGRADATIONS OF FLUORINATED HETEROCYCLICS. IV. IMIDOYLAMIDOXIMES, 1,2,4-OXADIAZOLE PRECURSORS

Article abstract of DOI:10.1016/S0022-1139(00)85148-9

Perfluoroalkylether amidoximes free from amide-contamination were prepared from imidate esters.The amidoximes were stable at 110 deg C; at ca. 170 deg C partial decomposition to 1,2,4-oxadiazoles, admixed with other compounds, took place.Interactions between nitriles and amidoximes at 50 deg C resulted in the formation of imidoylamidoximes; these dissociated readily into their constituents when subjected to higher temperatures.At 70 deg C and above, in the presence of excess nitrile or other ammonia acceptors, the imidoylamidoximes afforded high yields of the corresponding 1,2,4-oxadiazoles.