Nitropyrazoles: XII. Transformations of the 4-methyl group in 1, 4-dimethyl-3, 5-dinitropyrazole and cyclization of the transformation products

…, AM Starosotnikov, VV Kachala, YA Strelenko…

Index: Zaitsev; Dalinger; Starosotnikov; Kachala; Strelenko; Shkineva; Shevelev Russian Journal of Organic Chemistry, 2005 , vol. 41, # 10 p. 1507 - 1515

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Abstract

Abstract A preparative procedure for the synthesis of 1, 4-dimethyl-3, 5-dinitropyrazole by nitration of 1, 4-dimethylpyrazole was developed. The reaction of 1, 4-dimethyl-3, 5- dinitropyrazole with dimethoxymethyl-(dimethyl) amine (N, N-dimethylformamide dimethyl acetal) gave (E)-N, N-dimethyl-2-(1-methyl-3, 5-dinitropyrazol-4-yl) ethenylamine. Acid hydrolysis of the latter afforded (1-methyl-3, 5-dinitropyrazol-4-yl) acetaldehyde, and the ...