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

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.