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

被引：9

作者：

Kormanov, Alexandr V. ^{[1
]}

Lipilin, Dmitry L. ^{[1
]}

Shkineva, Tatyana K. ^{[1
]}

Vatsadze, Irina A. ^{[1
]}

Kozeev, Andrei M. ^{[1
]}

Dalinger, Igor L. ^{[1
]}

机构：

[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Ave, Moscow 119991, Russia

来源：

CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2017年 / 53卷 / 08期

基金：

俄罗斯科学基金会;

关键词：

furazan; nitramine; nitropyrazole; nitropyrazolecarboxylic acids; Hofmann rearrangement; nitration; FURAZAN SERIES; ORGANOMETALLIC SYNTHESIS; ENERGETIC MATERIALS; NITRO-DERIVATIVES; POTENT; DISCOVERY; NITROPYRAZOLES; INHIBITORS; FUNCTIONALIZATION; REACTIVITY;

D O I：

10.1007/s10593-017-2141-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Methyl 3-(4-methylfurazan-3-yl)-1De-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-1De-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-1De-pyrazole, nitration of which yielded the respective nitramine.

引用

页码：876 / 882

页数：7

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