Synthesis of 2-(6-nitrobenzofuroxan-4-yl)-2H-[1,2,3]triazolo-[4,5-e][1,2,3,4]tetrazine 4,6-dioxide

被引：9
|
作者：
Shvets, A. O. [1 ,2 ]
Konnov, A. A. [1 ]
Klenov, M. S. [1 ]
Churakov, A. M. [1 ]
Strelenko, Yu A. [1 ]
Tartakovsky, V. A. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia
[2] Dmitry Mendeleev Univ Chem Technol Russia, 9 Miusskaya Pl, Moscow 125047, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2020年 / 69卷 / 04期
关键词：
1; 2; 3; 4-tetrazine; 3-dioxides; 3-triazoles; furoxans; 3a; 4; 6a-tetraazapentalenes; azides; cyclization; energetic compounds; ISO-DTTO; 1,2,3,4-TETRAZINE;
D O I：
10.1007/s11172-020-2826-3
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
At heating of 2-(2-azido-3,5-dinitrophenyl)-2H-[1,2,3]triazolo[4,5-e][1,2,3,4]tetrazine 4,6-dioxide in toluene at 110 degrees C, the azido group interacts mainly with the neighboring nitro group and to a lesser extent with the neighboring 1,2,3-triazole ring, resulting in 2-(6-nitrobenzofuroxan-4-yl)-2H-[1,2,3]triazolo[4,5-e][1,2,3,4]tetrazine 4,6-dioxide (2) in 68% yield, as well as 8,10-dinitro-5,11-dehydro-5H,11H-[1,2,3,4]tetrazino[5 ',6 ':4,5]-[1,2,3]triazolo[2,1-a][1,2,3]benzotriazole 1,3-dioxide and 8,10-dinitro-5,11-dehydro-5H,11H-[1,2,3,4]tetrazino[5 ',6 ':4,5][1,2,3]triazolo[2,1-a][1,2,3]benzotriazole 2,4-dioxide in 5% yields respectively. Furoxan 2 may be of interest as an energetic compound due to the combination of good thermal stability, positive estimated enthalpy of formation (Delta H degrees(f) = 1005 kJ mol(-1)) and optimal density.
引用
收藏
页码：739 / 741
页数：3
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