Synthesis of 3-tert-Butyl-7,8-nitro(dinitro)pyrazolo-[5,1-c][1,2,4]triazin-4(6H)-ones

被引:2
作者
Ivanov, S. M. [1 ]
机构
[1] Russian Acad Sci, Zelinskii Inst Organ Chem, Moscow 119991, Russia
关键词
pyrazolo[5; 1-c][1; 2; 4]triazine; 1; 4-triazine; diazotization; decarboxylation; nitration;
D O I
10.1134/S1070428021020032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
3-tert-Butyl-8-nitro-7-R-pyrazolo[5,1-c][1,2,4]triazin-4(6H)-ones (R = H, Cl, Br, NO2, N-3) were prepared by nitration with HNO3/H2SO4 of the corresponding 7-R-substituted 8-carboxylic acids or their analogs with a vacant C-8 position. The latter were synthesized by diazotization of 7-amino-3-tert-butyl-4-oxo-4,6-dihydropyrazolo[5,1-c][1,2,4]triazin-8-carboxylic acid. The electrophilic halogenation and cycloaddition of the 7-azido and 7-nitro derivatives of the synthesized compounds were considered. The structures of the products were confirmed by IR, heteronuclear NMR spectroscopy, HRMS, and single-crystal XRD.
引用
收藏
页码:151 / 159
页数:9
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