31163-64-1

Usage

Structure

Six-membered ring containing two nitrogen atoms with nitro-substituted groups at the 3 and 6 positions

Appearance

Yellow crystalline solid

Usage

Reagent in organic synthesis and chemical research, potential applications in the pharmaceutical industry for drug development and medication

Safety concerns

Potential for exhibiting explosive properties, should be handled with care in laboratory settings.

Upstream product

• 7597-18-4 6-nitroindazole 
• 83553-84-8 3-Bromo-1,6-dinitro-1H-indazole 
• 71-43-2 benzene 
• 108-88-3 toluene 

Downstream Products

• 871708-02-0 N-(3-amino-1H-indazol-6-yl)-2-(3-chloro-4-methoxyphenyl)-acetamide 
• 871709-90-9 6-amino-1H-indazol-3-ylamine 

Relevant academic research and scientific papers

Azoles. Part 32: Nitroindazole derivatives and their electron affinity

A modified procedure for the synthesis of the dinitroindazoles 5-8 is described. Treatment of the chloronitro- and dinitroindazoles 1-8 with epichlorohydrin afforded the chlorohydroxypropyl- and epoxypropylindazole derivatives 2a-8a, 1b-5b, 7b and 7c. The structure of the compounds is confirmed by the aid of their IR, 1H and 13C NMR spectra. The electron affinity of the nitroindazole derivatives 1-16 is discussed on the basis of their halfwave potentials and in the combination with their eventual radiosensitizing properties.

Thermolysis of 3-Bromo-1-nitro-1H-indazoles in Benzene and Toluene. Formation of 1-Phenyl-1H-indazoles

Thermolysis of the 3-bromo-1-nitro-1H-indazoles 5a,b in refluxing benzene results in the evolution of bromine and NO2 affording the 3-bromo-1H-indazoles 6a,b, the dinitro-1H-indazoles 2a,b, and the 1-Phenyl-1H-indazoles 7a,b and 8a,b.In refluxing toluene