3,4‐Bis(3‐nitrofurazan‐4‐yl)furoxanhas been synthesized bynitration of C,N‐bis(trimethylsilyl)derivative of 3‐amino‐4‐methylfurazan with nitrogenoxides.

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3,4-Bis(3-nitrofurazan-4-yl)furoxan has been synthesized by nitration of C,N-bis(trimethylsilyl) derivative of 3-amino-4-methylfurazan with nitrogen oxides.J. Heterocyclic Chem., 42, 1237Chem., 42, (2005.The reactions of 3-amino-4-methylfyrazan (1) with nitrating/nitrosating reagents have recently been shown to provide a very useful way for the amino group transformations in the preparation of nitramino-, nitro-, nitroso-, azo-, and azoxy-methylfurazans [1][2][3]. No reaction involving the methyl group of compound 1 has been described [4].In connection with our project dealing with the chemistry of 3-lithiomethyl-4-alkyl-furazans, we have been exploring the chemical reactivity of the intermediates as a versatile building block in organic synthesis [5][6][7][8]. It is the most promising technique for the functionalization of the usually resistant methyl group bridged to the furazan ring. As an extension of this study, an investigation was undertaken with the aim of realizing the activation of the methyl group in compound 1.In this paper, we describe a combination of the activation approach with the nitration/nitrosation process. Our goal is to transform both the amino and methyl group into the nitramino/nitro group and furoxan moiety, respectively.We expected that the requisite transformations of both amino and methyl groups could be accomplished via a three-step protocol involving first the lithiation of compound 1 at nitrogen and carbon atoms of these substituents with n-BuLi, followed by N,C-bis-silylation of the resulting di-lithium compound 2 with Me 3 SiCl, and finally the nitration/nitrosation of the silylated derivative 3a (Scheme 1) [9]. The sequence was expected to result in 3,4-bis(furazan-4-yl)furoxan with terminal nitro or nitramino groups, to compounds 4 or 5, respectively.

Dimerization of Nitrile Oxides of the 1,2,5-Oxadiazole Series -[formation of furoxans (II)]. -(TSELINSKII, I. V.; MEL'NIKOVA, S. F.; ROMANOVA, T. V.; SPIRIDONOVA, N. P.; DUNDUKOVA, E. A.; Russ. J.

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