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SYNTHESIS AND TRANSFORMATIONS OF 3(5)-(3-METHYLFURAZAN-4-YL)-4-NITRO-1Н-PYRAZOLE-5(3)-CARBOXYLIC ACID

Александр В. Корманов, Дмитрий Л. Липилин, Татьяна К. Шкинева, Ирина А. Вацадзе, Андрей М. Козеев, Игорь Л. Далингер
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Abstract


Methyl 3-(4-methylfurazan-3-yl)-1Н-pyrazole-5-carboxylate was obtained by condensation of 3-acetyl-4-methylfurazan with diethyl oxalate with subsequent treatment of the β-diketoester intermediate with hydrazine, and was nitrated to produce 3(5)-(3-methylfurazan-4-yl)-4-nitro-1Н-pyrazole-5(3)-carboxylic acid. The amide of this acid was used in a Hofmann rearrangement, providing 3-amino-5-(4-methylfurazan-3-yl)-4-nitro-1Н-pyrazole, nitration of which yielded the respective nitramine.

Authors: Alexandr V. Kormanov, Dmitry L. Lipilin, Tatyana K. Shkineva,
Irina A. Vatsadze, Andrei M. Kozeev, Igor L. Dalinger*


Keywords


furazan; nitramine; nitropyrazole; nitropyrazolecarboxylic acids; Hofmann rearrangement; nitration

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