35852-77-8

Usage

Uses

Used in Military Applications:
1,4-dinitro-1H-pyrazole is used as a high-energy explosive for military purposes, due to its high detonation velocity and temperature insensitivity. It is particularly suitable as a melt cast explosive, providing a safer alternative to traditional explosives due to its reduced sensitivity to shock and friction.
Used in Propellant Formulations:
In the aerospace industry, 1,4-dinitro-1H-pyrazole is used as a component in propellant formulations. Its high energy and stability contribute to the performance and safety of rocket propellants.
Used as a Booster in Explosive Combinations:
1,4-dinitro-1H-pyrazole is utilized as a booster in combination with other explosives to enhance their performance. Its high detonation velocity and insensitivity to shock make it an effective component in explosive mixtures.

Upstream product

• 288-13-1 NH-pyrazole 
• 2075-46-9 4-nitro-1H-pyrazole 
• 7119-95-1 1-nitro-1H-pyrazole 

Downstream Products

• 400755-41-1 3-methoxy-4-nitro-1H-pyrazole 

Relevant academic research and scientific papers

C-H Amination of Nitro Azaheterocyclic Compounds by Vicarious Nucleophilic Substitution

Various nitro azaheterocyclic compounds were subjected to C H amination by vicarious nucleophilic substitution with 4H-1,2,4-triazol-4-amine (ATA). The aminated products were characterized by NMR, mass spectroscopy, and single-crystal X-ray diffraction an

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.).

Alkynyl pyrimidine or alkynyl pyridine compound as well as composition and application thereof

The invention relates to alkynyl pyrimidine or alkynyl pyridine compounds represented by a formula (I) or pharmaceutically acceptable salts, isomers, solvates, crystals or prodrugs thereof. The invention also discloses a pharmaceutical composition contain

PYRAZOLE DERIVATIVES AS THAT MODULATE THE ACTIVITY OF CDK, GSK AND AURORA KINASES

The invention provides a compound of the formula (I): for use in medicine: or salts or tautomers or N-oxides or solvates thereof; wherein R1 is an optionally substituted heterocyclic group having from 3 to 12 ring members provided that the cyclic group joined to the pyrazole contains at least one heteroatom selected from N, O or S; A is a bond or -Y-(B)n-; B is C=O, NRg(C=O) or O(C=O) wherein Rg is hydrogen or C1-4 hydrocarbyl optionally substituted by hydroxy or C1-4 alkoxy; n is 0 or 1; Y is a bond or an alkylene chain of 1,2 or 3 carbon atoms in length; R2 is hydrogen; halogen; C1-4 alkoxy (e.g. methoxy); or a C1-4 hydrocarbyl group optionally substituted by halogen (e.g. fluorine), hydroxyl or C1-4 alkoxy (e.g. methoxy); R3 is selected from optionally substituted carbocyclic and heterocyclic groups having from 3 to 12 ring members or an optionally substituted C1-8 hydrocarbyl group; with the proviso that R1 is not formula (II): where X, R3’ and R4’ are defined in the claims.

Faujasite catalysis of aromatic nitrations with dinitrogen pentoxide. The effect of aluminium content on catalytic activity and regioselectivity: The nitration of pyrazole

The reaction of 1-chloro-2-nitrobenzene with dinitrogen pentoxide in dichloromethane catalysed by H-faujasite zeolites F-712, F-720, F-780 and F-901, giving 1-chloro-2,4-dinitro- and 1-chloro-2,6-dinitrobenzene in approximately 30:1 ratio, is a kinetically first-order process. First-order rate constants are independent of the concentration of N2O5 and proportional to the mass of catalyst used. Specific rate constants, obtained by dividing the first-order rate constant by the mass of faujasite, are constant for a given faujasite. Amongst the faujasites, they increase in approximate proportion to the aluminium content. A mechanism is proposed in which the protons in the faujasite, near aluminium in the faujasite framework, are replaced by nitronium ions derived from N2O5 in a fast pre-equilibrium process. This produces active sites for transfer of nitronium ion from faujasite to aromatic in the rate-determining step. The similar reactions of 2-nitrotoluene, too fast for kinetic study, reveal that the ratio of 2,4- to 2,6-dinitrotoluene in the product increases with the aluminium content of the faujasite. Nitration of nitrobenzene is also catalysed by faujasite. Relative reactivities of nitrobenzene, 1-chloro-2-nitro- and 1-chloro-4-nitrobenzene are compared to those found in mixed-acid nitration. Pyrazole can be nitrated readily with N2O5 over faujasites, yielding 1,4-dinitropyrazole in 80% yield under mild conditions.

Ozone-mediated Nitration of Pyrazole, Imidazole and Uracil with Nitrogen Dioxide

In the presence of ozone, pyrazole and uracil were easily N-nitrated with nitrogen dioxide in dichloromethane at 0°C to give the corresponding 1-nitro derivatives, whilst imidazole was C-nitrated in the additional presence of methanesulfonic acid as catalyst to afford the 4-nitro derivative, each product being obtained in a satisfactory yield.

C-Nucleoside Studies. Part 20. Synthesis of Some Pyrazolopyrimidine Acyclonucleosides Related to (S)-(2,3,Dihydroxypropyl)adenine; A Direct Method for Double Functionalization of the Pyrazole Ring

Treatment of 3(5)-alkylpyrazoles with ammonium nitrate and trifluoroacetic anhydride in trifluoroacetic acid gives 3-alkyl-1,4-dinitropyrazoles directly.This procedure, in conjunction with cine-substitution, offers a direct route for double functionalisation of the pyrazole ring. 3(5)-Cyano-5(3)--4-nitropyrazole (13), prepared in this way, was elaborated into 5-amino-3--1H-pyrazolopyrimidin-7(6H)-one (5), 7-amino-3--1H-6-methylpyrazolopyrimidin-5(6H)-one (6), its N-demethyl analogue (7), and 4-amino-5-carbamoyl-3-pyrazole (8), all of which are C-nucleoside analogues of the antiviral agent (S)-9-(2,3-dihydroxypropyl)adenine (4).