830320-61-1

Upstream product

• 606-34-8 2,4,6-trinitrobenzaldehyde 
• 59-88-1 phenylhydrazine hydrochloride 
• 118-96-7 2,4,6-Trinitrotoluene 
• 26977-78-6 N,N-dimethyl-N'-(2,4,6-trinitrobenzylidene)benzene-1,4-diamine 

Downstream Products

• 312517-63-8 4,6-dinitro-1-phenyl-1H-indazole 

Relevant academic research and scientific papers

Regiospecificity of nucleophilic substitution in 4,6-dinitro-1-phenyl-1H- indazole

The reactions of 4,6-dinitro-1-phenyl-1H-indazole with anionic nucleophiles RS- and N3- lead to the regiospecific replacement of the nitro group at position 4. The reaction with N 2H4·H2O + FeCl3 also results in reduction of only the 4-NO2 group. Based on this fact, a procedure was developed for the preparation of previously unknown 3-unsubstituted 4-X-6-nitro-1-phenyl-1H-indazoles (X is a residue of a nucleophile or NH 2). Comparison of the data on the selective nucleophilic substitution (4-NO2 group) in 3-Z-1-aryl-4,6-dinitro-1H-indazoles shows that in the case of Z = H, the regiospecificity of substitution is determined by the electronic effect of the annelated pyrazole ring.