Nitropyrazoles 23. Synthesis of substituted N-amino-3-nitro-5-R-pyrazoles

被引:0
作者
A. V. Kormanov
T. K. Shkineva
I. A. Vatsadze
S. A. Shevelev
I. L. Dalinger
机构
[1] Russian Academy of Sciences,N. D. Zelinsky Institute of Organic Chemistry
来源
Russian Chemical Bulletin | 2014年 / 63卷
关键词
pyrazole; nitro group; nitropyrazoles; aminopyrazoles; aminodinitropyrazoles; nucleophilic substitution; protecting group; acylation; azomethines; energetic compounds;
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暂无
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学科分类号
摘要
The study is devoted to nucleophilic substitution of nitro groups in 1-amino-3,5-dinitropyrazole (1) and its amino group derived analogs. Compound 1 upon treatment with S-nucleophiles undergoes regioselective substitution of the nitro group at position 5. Azomethine 5 obtained by the condensation of 1 with benzaldehyde gives the nucleophilic substitution reaction with S-, O-and N-nucleophiles also with involvement of the nitro group at position 5. The synthesized 5-R-substituted azomethines 7–9 upon treatment with hydrazine hydrate form N-amino-5-R-3-nitropyrazoles and benzaldazine.
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页码:435 / 442
页数:7
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