Synthesis and transformations of 3(5)-(3-methylfurazan-4-yl)-4-nitro-1Н-pyrazole-5(3)-carboxylic acid

Synthesis and transformations of 3(5)-(3-methylfurazan-4-yl)-4-nitro-1Н-pyrazole-5(3)-carboxylic acid Full article

Journal

Chemistry of Heterocyclic Compounds
ISSN: 1573-8353 , E-ISSN: 0009-3122

Output data

Year: 2017, Volume: 53, Number: 8, Pages: 876-882 Pages count : 7 DOI: 10.1007/s10593-017-2141-6

Authors

Kormanov Alexandr V. ¹ , Lipilin Dmitry L. ¹ , Shkineva Tatyana K. ¹ , Vatsadze Irina A. ¹ , Kozeev Andrei M. ¹ , Dalinger Igor L. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow, 119991, Russia

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.

Kormanov A.V. , Lipilin D.L. , Shkineva T.K. , Vatsadze I.A. , Kozeev A.M. , Dalinger I.L.
Synthesis and transformations of 3(5)-(3-methylfurazan-4-yl)-4-nitro-1Н-pyrazole-5(3)-carboxylic acid
Chemistry of Heterocyclic Compounds. 2017. V.53. N8. P.876-882. DOI: 10.1007/s10593-017-2141-6 WOS Scopus OpenAlex

≡ Web of science:	WOS:000413601600010
≡ Scopus:	2-s2.0-85030322293
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