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

作者：Kormanov A V; Shkineva T K; Vatsadze I A; Shevelev S A; Dalinger I L^*

来源：Russian Chemical Bulletin, 2014, 63(2): 435-442.

DOI：10.1007/s11172-014-0450-9

• pyrazole
• nitro group
• nitropyrazoles
• aminopyrazoles
• aminodinitropyrazoles
• nucleophilic substitution
• protecting group
• acylation
• azomethines
• energetic compounds

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.

• 出版日期2014-2