79532-63-1Relevant academic research and scientific papers
UNTERSUCHUNGEN AN DIAZOVERBINDUNGEN UND AZIDEN-LIII. ABFANGREAKTIONEN INSTABILER AZOMETHINIMIN-DIPOLE MIT ETHANOL
Theis, W.,Bethaeuser, W.,Regitz, M.
, p. 1965 - 1972 (2007/10/02)
The reaction of the diazo compounds 1a-o with 4-phenyl-1,2,4-triazolin-3,5-dione (2) in dichloromethane-ethanol leads to the urazoles 5a-o; they arise from the primarily formed unstable azomethinimine dipoles 4a-o by ethanol addition.Acidic hydrolysis of 5k and 5o yields the α-diketones 8 and 10 besides 4-phenyl urazole (9).Bistriazolindinones (13a,b) react analogously with diazo compounds (1l, m) in the presence of ethanol to give the bisurazoles 14a-c.
OBER DIE REAKTIVITAET VON 4-PHENYL-1,2,4-TRIAZOLIN-3,5-DION MIT DIAZOVERBINDUNGEN
Bethaeuser, Willi,Regitz, Manfred,Theis, Wolfgang
, p. 2535 - 2538 (2007/10/02)
The aryl substituted diazo compounds 1a-e react with the triazolindione 2 under the evolution of nitrogen and the formation of the stable dipoles 4a-e.The dipoles resulting from the reaction of 1f-k with 2 cannot be isolated (4f-k) but trapped with ethanol (5f-k).Diazo compounds possessing a butadiene unit (7a-d and 10) prefer Diels-Alder-reaction with 2 and yield the polycycles 9a-d and 11.
