5814-04-0Relevant academic research and scientific papers
Oxidation of Hydrazine Derivatives with Arylsulfonyl Peroxides
Hoffman, Robert V.,Kumar, Anil
, p. 4014 - 4017 (2007/10/02)
A new method for the generation of the azo function is reported.A series of hydrazine derivatives, which included alkyl- and arylhydrazines, monoacylhydrazides, and diacylhydrazides, was oxidized with m-(trifluoromethyl)benzenesulfonyl peroxide.Smooth conversion to the diimide was observed.The diimides then yielded products typical of normal degradation pathways.
Oxidation of Hydrazines with Benzeneseleninic Acid and Anhydride
Back, Thomas G.,Collins, Scott,Ker, Russell G.
, p. 1564 - 1570 (2007/10/02)
Benzeneseleninic acid (1) and anhydride (2) oxidize hydrazine or 1,2-disubstituted derivatives to corresponding diazenes.Hydrazides afford selenoesters 4, N,N'-diacyl- or diaroylhydrazines 5, and carboxylic acids.Benzeneselenenic acid (7) is a required intermediate in selenoester formation and may be generated independently by the reaction of triphenylphosphine with 1.Selenoesters are efficiently prepared by the slow addition of a mixture of the hydrazide and triphenylphosphine to 1 in dichloromethane solution.Polar solvents are unsuitable.Inverse addition provides compounds 5 as major products.Oxidation of hydrazides of structure HO-(CH2)nCONHNH2 gives the corresponding selenoesters 14 and acids 16 when n=11 or 14 lactones 17 and 18 when n=4 or 3.Arylhydrazines react with 1 or 2 to furnish arenes 23 and aryl phenyl selenides 24.
