Фуразана с n- и o-нуклеофилами Л. Н. Иванов, Е. М. Петрова, Е. В. Ильин


amino-4-(tetrazol-5-yl)furazane. At last stage the titled 4-nitro-3-(tetrazol-5-yl)furazan was



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amino-4-(tetrazol-5-yl)furazane. At last stage the titled 4-nitro-3-(tetrazol-5-yl)furazan was 
synthesized by oxidation of the amino group of 3-amino-4-(tetrazol-5-yl)furazan by a solution 
of 30% hydrogen peroxide in concentrated sulfuric acid with 85% yield. The increase in the 
oxidative activity of the H
2
O
2
/H
2
SO
4
 system by carrying out the oxidation stage at an elevated 
temperature made possible to substantially reduce the consumption of hydrogen peroxide and 
sulfuric acid. The desired 4-nitro-3-(tetrazol-5-yl)furazan was isolated by partial 
neutralization of the reaction mixture with sodium orthophosphate, followed by extraction 
with ethyl acetate. The total yield of 4-nitro-3-(tetrazol-5-yl)furazane in terms of the starting 
amidoxime of 4-aminofurazan-3-carboxylic acid was 42-48%. It was shown that the reaction 
of 4-nitro-3-(tetrazol-5-yl)furazan with a number of N- and O-nucleophilic agents (sodium 
azide, high-basic amines, hydrazine, sodium hydroxide, methanol in the presence of 
potassium carbonate) resulted in the substitution of the nitro group of the selected compound 
by a nucleophile and formation of corresponding 4-R-3-(tetrazol-5-yl)furazane derivatives (R 
= N
3
, substituted amino group, NHNH
2
, OH, OMe). Some chemical properties of thereby 
obtained compounds are considered. Thus [3 + 2] cycloaddition reaction of 4-azido-3-
(tetrazol-5-yl)furazane (R = N
3
) with propargyl alcohol was used at the synthesis of 4- (4-

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