96041-74-6

Upstream product

• 1705-82-4 10-diazo-10H-anthracen-9-one 
• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 
• 79536-75-7 2-(9,10-Dihydro-10-oxo-9-anthracenylio)-3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-id 
• 103-71-9 phenyl isocyanate 

Relevant academic research and scientific papers

Investigations on Diazo Compounds and Azides, LII: Stable Azomethine Imine Dipoles from Diazo Compounds and 3H-1,2,4-Triazole-3,5(4H)-diones

The aryl-substituted diazo compounds 1a-h react with the triazolediones 2a-c at 20 deg C in benzene with loss of nitrogen to the stable azomethine imine dipoles 4a-p.Their 1,3-dipolar character is revealed in the addition of methanol and ethanol (4d-f -> 5a-f) as well as in cycloaddition reactions with dimethyl acetylenedicarboxylate (4d,e -> 6a,b) and phenyl isocyanate (4d -> 7).Bisdipoles are obtained by two different ways: Either bisdiazo compounds are reacted with 4-phenyl-3H-1,2,4-triazole-3,5(4H)-dione (12a,b + 2 2a -> 13a,b) or the bistriazoledione 14 is transformed into the bisdipoles 15a-d with diazo compounds (1a,c,d, and i).Dipole moments, molecular weights, IR, UV, 1H NMR, and 13C NMR spectroscopic data are in agreement with the dipole structures.