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
收藏
页码：876 / 882
页数：7
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