221302-65-4

Basic information

• Product Name: 1H-1,2,4-Triazol-1-amine, 3-nitro- (9CI)
• Synonyms: 1H-1,2,4-Triazol-1-amine, 3-nitro- (9CI)
• CAS NO: 221302-65-4
• Molecular Formula: C2H3N5O2
• Molecular Weight: 129.07752
• Product Categories: NITRO;AMINEPRIMARY
• Mol File: 221302-65-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-1,2,4-Triazol-1-amine, 3-nitro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1,2,4-Triazol-1-amine, 3-nitro- (9CI)(221302-65-4)
• EPA Substance Registry System: 1H-1,2,4-Triazol-1-amine, 3-nitro- (9CI)(221302-65-4)

Safety Data

• Hazardous Substances Data: 221302-65-4(Hazardous Substances Data)

Usage

Structure

Five-membered heterocyclic compound containing three nitrogen atoms and a nitro group in the 3-position of the triazole ring

Use

Building block in organic synthesis, particularly in the pharmaceutical industry for the synthesis of biologically active compounds

Application

Research and development in medicinal chemistry and drug discovery

Safety precautions

Proper handling and safety measures are necessary due to its chemical structure and potential reactivity.

Upstream product

• 24807-55-4 3-nitro-1,2,4-triazole 

Downstream Products

• 26621-44-3 3-nitro-1H-pyrazole 

Relevant articles and documents

Polynitro-substituted pyrazoles and triazoles as potential energetic materials and oxidizers

N-Trinitroethylamino energetic derivatives were obtained from carbon and nitrogen functionalization of nitropyrazoles and nitrotriazoles. N-Trinitroethylamino nitroazoles and N-amino nitroazoles were fully characterized by IR, multinuclear NMR spectra, an

From N-Nitro to N-Nitroamino: Preparation of High-Performance Energetic Materials by Introducing Nitrogen-Containing Ions

In the design of energetic materials, high energetic performance and good molecular stability are two main goals. Energetic functionalization which strives for maximum energy often results in unstable chemical bonds and causes safety problems in practical production and storage operations. In this work, N-nitro- and N-nitroamino-functionalized mono- and bis(1,2,4-triazoles) were synthesized and characterized by infrared, and multinuclear NMR spectra, and elemental analyses. The N-nitroamino-functionalization strategy was employed for bis(imidazole), leading to high density compound 14 (2.007 g cm-3 at 100 K; 1.94 g cm-3 at room temperature) and energetic salt 15. While N-nitro-functionalized products are thermally unstable and highly moisture sensitive, N-nitroamino-functionalized energetic salts, which are comprised of additional nitrogen-containing ions, exhibit good density, moderate to excellent structural stabilities, and high performance.

N-diazo-bridged nitroazoles: Catenated nitrogen-atom chains compatible with nitro functionalities

N-diazo-bridged azoles were synthesized based on oxidative coupling of N-aminoazoles. Incorporation of extended catenated nitrogen-atom chains with nitro groups led to compounds with favorable functional compatibilities. This combination gives rise to a series of high-density energetic materials (HEDMs) with high heats of formation, enhanced densities, positive oxygen balances, and good detonation properties while retaining excellent thermal stabilities and relatively low impact sensitivities. Calculated and experimental studies showed the delicate balance between the length of the nitrogen atom chain, energetic performance, and inherent stability, thus, providing a promising strategy for designing advanced energetic materials.

[(3-Nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]furazans: energetic materials containing an N(O)=N-N fragment

The strategy for the synthesis of substituted [(3-nitro-1H-1,2,4-triazol-1-yl)-NNO-azoxy]furazans4-7, in which the distal nitrogen of the azoxy group is bonded to the nitrogen atom of the azole ring, includes, firstly, the reaction of 1-amino-3-nitro-1H-1