7119-95-1

Usage

Uses

Used in Pharmaceutical Synthesis:
1-Nitropyrazole is used as a key intermediate in the synthesis of pharmaceutical compounds, contributing to the development of new drugs with diverse therapeutic applications.
Used in Industrial Compounds:
1-Nitropyrazole serves as a building block in the creation of various industrial compounds, leveraging its reactive nature to form novel materials with specific properties.
Used in Energetic Materials Production:
1-Nitropyrazole is utilized as a component in the production of energetic materials such as propellants and explosives, capitalizing on its explosive properties to enhance the performance of these materials.
Used as a Precursor in Synthesis:
1-Nitropyrazole acts as a precursor in the synthesis of other nitrogen-rich compounds, facilitating the creation of a wide range of chemical products with unique characteristics and applications across different industries.

InChI:InChI=1/C3H3N3O2/c7-6(8)5-3-1-2-4-5/h1-3H

Upstream product

• 288-13-1 NH-pyrazole 
• 4897-84-1 Methyl 4-bromobutyrate 
• 26621-44-3 3-nitro-1H-pyrazole 

Downstream Products

• 26621-44-3 3-nitro-1H-pyrazole 
• 35852-77-8 1,4-dinitropyrazole 
• 26621-44-3 5-nitro-1H-pyrazole 
• 38858-81-0 1,3-dinitro-1H-pyrazole 

Relevant academic research and scientific papers

A method for synthesizing nitroamine compounds

The present invention discloses a method for synthesizing nitroamine compounds, belonging to the field of organic synthesis. The method of the present invention is to a simple and readily available organic compound containing NH structure as the starting material, under the action of nitrogen dioxide free radical precursors, oxidants and reaction gases, stirred in an organic solvent at 40-100 ° C, nitroamine compounds can be obtained. The method of the present invention has the advantages of cheap and easy to obtain raw materials, mild reaction conditions, simple preparation process, good chemical selectivity, wide range of substrate application, easy to amplify, etc., has a large application potential, and lays a good foundation for industrial production.

Lithium Nitropyrazolates as Potential Red Pyrotechnic Colorants

Strontium-based red pyrotechnic colorants have fallen into disrepute due to the harmful influence of this alkaline earth metal on adolescents. In this context, the energetic character, safety, and combustion to benign nitrogen gas of nitropyrazoles are used for the design of the corresponding lithiated materials, which are investigated as potential replacements in the current work. For this purpose, the lithium salts of 3,4-dinitro-1H-pyrazole, 3,5-dinitro-1H-pyrazole, 4-amino-3,5-dinitro-1H-pyrazole, 3,4,5-trinitro-1H-pyrazole, and 4-hydroxy-3,5-dinitro-1H-pyrazole were extensively characterized by standard analytical methods, low-temperature single-crystal X-ray diffraction, studies of the thermo-chemical behavior, and sensitivity assessments. Our assumption that the high nitrogen contents and the low oxygen balances of these compounds would adjust a cool, reductive flame atmosphere essential for red emissions by lithium was put to the test.

Reactivity controlled synthetic method of 1-nitropyrazole

A process for the preparation of 1 - nitropyrazoles with controlled reactivity is disclosed. The process for preparing 1 -nitropyrazoles according to the present invention is characterized in that nitric acid is introduced into the reaction mixture of pyrazole, acetic acid and acetic anhydride. To the present invention, a relatively small amount of acetic acid is used as compared to a conventional production method, and the degree of reaction is controlled to be mild. , The process for preparing 1 -nitropyrazoles having a controlled reactivity according to the present invention has an advantage of being safe in comparison to reaction conditions with high risk for scaling due to existing violent exothermic reactions.

Solubility, thermodynamic modeling and Hansen solubility parameter of a new type of explosive in four binary solvents (benzene + ethanol, n-propanol, n-butanol and isoamyl alcohol) from 283.15 K to 323.15 K

The solubility of 3,4-dinitropyrazole (DNP) in four binary solvents (benzene + ethanol, n-propanol, n-butanol and isoamyl alcohol) was measured by a dynamic laser monitoring at the temperature from 283.15 K to 323.15 K at pressure of 0.1 MPa. The solubility of DNP increased positively with increasing temperature, while increased with decreasing molar fraction of benzene in each binary system. Moreover, the experimental solubility values of DNP in this work were correlated well with four thermodynamic models namely “the modified Apelblat equation, Jouyban-Acree model, NRTL model and Wilson model” obtaining average root-mean-square deviation (104RMSD) lower than 98.93 for correlative studies. In addition, Hansen solubility parameters were used to explain and predict the solubility behavior. Finally, mixing thermodynamic properties were estimated and analyzed based on solubility data and the Wilson model, and it's easy to understand that the dissolution was a spontaneous process from the results.

METHOD FOR PREPARING NITROPYRAZOLES

A process for the sigmatropic rearrangement of the compound of formula in which R3 is an NO2 group and R4 is either a hydrogen or an NO2 group, includes heat treating the compound by microwave.

Solubility determination and correlation for 3-nitropyrazole in four binary solvents (water?+?methanol, ethanol, 1-propanol and acetone) from 283.15?K to 323.15?K

The solubility of 3-nitropyrazole in four binary solvents (water + methanol, ethanol, 1-propanol and acetone) was measured by a dynamic laser monitoring over the temperature range of 283.15 K, 288.15 K, 293.15 K, 298.15 K, 303.15 K, 308.15 K, 313.15 K, 318.15 K and 323.15 K at pressure of 0.1 MPa. The solubility of 3-nitropyrazole increased positively with increasing temperature, while increased with decreasing mass-fraction of water in each binary system. Moreover, the experimental solubility values of 3-nitropyrazole in this work were correlated well with four thermodynamic models namely “the modified Apelblat equation, λh equation, Jouyban-Acree model and CNIBS/R-K model” obtaining average relative deviations (104RMSD) lower than 4.79 for correlative studies, which shows that all the four models have a good correlation. Through the comparison of R2 and 104RMSD, it was found that the modified Apelblat equation can get more satisfactory results. In addition, Hansen solubility parameters were used to explain and predict the solubility behavior. Solute-solvent interaction was calculated by molecular simulation to investigate the solubility behavior deeply. Finally, the thermodynamic parameters (ΔdisGo, ΔdisHo, ΔdisSo) of 3-nitropyrazole dissolution processes in investigated four binary solvents were evaluated utilizing the van't Hoff equation. The positive ΔdisHo and ΔdisSo, indicate that the dissolution processes of 3-nitropyrazole are endothermic and entropy-driven in all chosen binary solvents. And the main contributor of ΔdisGo is positive enthalpy. The solubility of 3-nitropyrazole in mixed solvents (water + methanol, water + ethanol, water + 1-propanol and water + acetone) will provide essential support for the further researches of crystallization and spheroidization of 3-nitropyrazole.

Electrochemical Nonacidic N-Nitrosation/N-Nitration of Secondary Amines through a Biradical Coupling Reaction

An acid-free N-nitrosation/nitration of the N?H bonds in secondary amines with Fe(NO3)3 ? 9H2O as the nitroso/nitro source through an electrocatalyzed radical coupling reaction was developed. Cyclic aliphatic amines and N-heteroaromatic compounds were N-nitrosated and N-nitrated, respectively, under mild conditions. Control and competition experiments, as well as kinetic studies, demonstrate that N-nitrosation and N-nitration involve two different radical reaction pathways involving N+ and N. radicals. Moreover, the electrocatalysis method enables the preferential activation of the N?H bond over the electrode and thus provides high selectivity for specific N atoms. Finally, this strategy exhibits a broad scope and provides a green and straightforward approach to generate useful N-nitroso/nitro compounds in good yields. (Figure presented.).

Solid-liquid equilibrium solubility, thermodynamic properties and solvent effect of 3,4-dinitro-1H-pyrazole in different pure solvents

Knowledge of solubility and thermodynamic properties of 3,4-dinitro-1H-pyrazole (DNP) within different solvents are essential in the processes of crystallization and further theoretical studies. In this study, the solubility of DNP in 12 pure solvents (i.e., water, n-propanol, isobutyl alcohol, n-pentanol, isoamyl alcohol, xylene, ethyl acetate, epichlorohydrin, chloroform, acetonitrile, tetrahydrofuran and 2-butanone) has been determined by using gravimetric method within the temperature range of (283.15–323.15) K under atmospheric pressure. Good dissolution ability was found for DNP in the organic solvents we studied. The sequence of the mole fraction solubility is tetrahydrofuran >2-butanone > n-propanol > n-pentanol > isobutyl alcohol > isoamyl alcohol > acetonitrile > ethyl acetate > epichlorohydrin > xylene > water > chloroform. Solubility of DNP increased with the increasing temperature in each pure solvent. In addition, solubility data was correlated by four models including the modified Apelblat equation, NRTL model, Wilson model and Two-Suffix Margules model. The maximum root-mean-square deviation (104RMSD) was 715.47. Basically speaking, values of R2 and 104RMSD between experimental and calculated solubility showed that NRTL model provided most satisfactory fitting results in this work. Moreover, Hansen solubility parameters (δd, δp, δh, δt, δv and Δδt) were used to describe the dissolution characteristics of solid in different solvents. Then, the Kamlet-Taft parameters (α, β and π*) were explained to investigate the solvent effect on DNP solubility. Furthermore, other parameters, including mixing enthalpy (ΔmixH), mixing entropy (ΔmixS) and mixing Gibbs energy (ΔmixG) were calculated according to the Wilson model, and their results have been discussed on the basis of experimental data. It has been found that all mixing Gibbs energy are less than zero, hence, the dissolution of DNP is a spontaneous process.

PYRROLO(PYRAZOLO)PYRIMIDINE DERIVATIVE AS LRRK2 INHIBITOR

The present invention relates to a pyrrolo(pyrazolo)pyrimidine derivative having efficacy as an LRRK2 inhibitor, a preparation method therefor, and a pharmaceutical composition for preventing or treating degenerative brain diseases, containing the same.

Crystal structure of 3,4-dinitropyrazole in water

3,4-dinitropyrazole (DNP) was synthesized by N-nitration, thermal rearrangement and C-nitration with pyrazole as the raw material. A pure DNP single crystal was obtained by solvent evaporation using water as a solvent, and its structure was characterized by X-ray single crystal diffraction. The results showed that the single crystal structure of DNP contained water, and the molar ratio of DNP/water was 4:1. The DNP molecules existed stably due to the presence of intermolecular and intramolecular hydrogen bonding, as well as π-π stacking between DNP molecules. This study was valuable to the production and application of DNP.