ISSN:
1573-9171
Keywords:
1,1-disubstituted hydrazines
;
bromine
;
nitroso compounds
;
triazene 1-oxides
;
acid media
;
diazenium cations
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract We have worked out a method for the synthesis of 1,3,3-trisubstituted triazene 1-oxides based upon reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media. Obtained are a broad range of triazene 1-oxides, among which hitherto unknown compounds of the series of pyrazole and 3,3-dialkyltriazene 1-oxides that contain functional groups at the alkyl part of the molecule. We propose a reaction scheme which includes in situ formation of diazenium cations and reaction of them with nitroso compounds that are present in the system. By means of PMR,13C, and14N NMR spectroscopy, and mass spectroscopy, it has been shown that in all the prepared compounds the oxidated nitrogen atom is at the N1 position of the triazene N-oxide group.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00864338
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