Synthesis and transformations of 3-carboxylic acid

Synthesis and transformations of 3-carboxylic acid

Methyl 3-(4-methylfurazan-3-yl)-1Ð-pyrazole-5-carboxylate was obtained by condensation of 3-acetyl-4-methylfurazan with diethyl oxalate with subsequent treatment of the [beta]-diketoester intermediate with hydrazine, and was nitrated to produce 3(5)-(3-methylfurazan-4-yl)-4-nitro-1Ð-pyrazole-5(3)-ca...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2017-08, Vol.53 (8), p.876
Hauptverfasser: Kormanov, Alexandr V, Lipilin, Dmitry L, Shkineva, Tatyana K, Vatsadze, Irina A, Kozeev, Andrei M, Dalinger, Igor L
Format: Artikel
Sprache:eng
Schlagworte:
Nitration
Oxalates
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Zusammenfassung:Methyl 3-(4-methylfurazan-3-yl)-1Ð-pyrazole-5-carboxylate was obtained by condensation of 3-acetyl-4-methylfurazan with diethyl oxalate with subsequent treatment of the [beta]-diketoester intermediate with hydrazine, and was nitrated to produce 3(5)-(3-methylfurazan-4-yl)-4-nitro-1Ð-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-1Ð-pyrazole, nitration of which yielded the respective nitramine.
ISSN:0009-3122
DOI:10.1007/s10593-017-2141-6