Nitropyrazoles 15. Synthesis and some transformations of 1-(2,4-dinitrophenyl)-4-methyl-3,5-dinitropyrazole

Author： Zaitsev A.   Vatsadze I.   Dalinger I.   Kachala V.   Nelyubina Yu.   Shevelev S.  

Publisher： Springer Publishing Company

ISSN： 1066-5285

Source： Russian Chemical Bulletin, Vol.58, Iss.10, 2009-10, pp. : 2109-2117

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Abstract

The method for preparation of 1-(2,4-dinitrophenyl)-4-methyl-3,5-dinitropyrazole has been developed. Due to the larger CH-acidity of 4-Me-group compared to 1,4-dimethyl-3,5-dinitropyrazole, 1-(2,4-dinitrophenyl)-4-methyl-3,5-dinitropyrazole is capable of reacting with substituted benzaldehydes to afford 4-[(E)-2-arylvinyl]-1-(2,4-dinitrophenyl)-3,5-dinitropyrazoles. Under the action of nucleophiles, dinitrophenyl group is detached from the former compounds leading to previously unknown N-unsubstituted 4-[(E)-2-arylvinyl]-3,5-dinitropyrazoles.

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