2458-26-6

Usage

Chemical Properties

white to yellowish-orange powder

InChI:InChI=1/C9H8N2/c1-2-4-8(5-3-1)9-6-7-10-11-9/h1-7H,(H,10,11)

Upstream product

• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 536-74-3 phenylacetylene 
• 936-47-0 5-phenyl-4,5-dihydro-1H-pyrazole 
• 64581-20-0 3-methylsulfanyl-5-phenyl-1⁽²⁾H-pyrazole-4-thiol 
• 936-48-1 3-phenyl-4,5-dihydro-1H-pyrazole 
• 15724-86-4 E-2-chlorovinyl phenyl ketone 
• 21440-46-0 1-Phenyl-3-p-toluolsulfonyl-propen-⁽²⁾-on-⁽¹⁾ 
• 3617-16-1 Benzoylacetaldehyde ω-semicarbazone 
• 768-03-6 Phenyl vinyl ketone 
• 88-89-1 2,4,6-Trinitrophenol 
• 5504-65-4 3-phenyl-1H-pyrazole-4-carboxylic acid 
• 15397-33-8 3-Oxo-3-phenylpropanal 
• 98606-77-0 2-bromo-3,3-bis(methylthio)-1-phenylprop-2-en-1-one 

Downstream Products

• 99214-46-7 4-phenyl-1,2,3-triazine 
• 99214-41-2 1-amino-5-phenylpyrazole 
• 99214-40-1 1-amino-3-phenylpyrazole 
• 155960-58-0 (3-phenyl-1-pyrazolyl)(5-phenyl-1-pyrazolyl)methane 
• 204445-25-0 1-[(2-methylthio)adamantan-2-yl]-3-phenylpyrazole 
• 38859-26-6 3-phenyl-N-nitropyrazole 
• 73130-08-2 1-ethyl-5-phenyl-1H-pyrazole 
• 65-85-0 benzoic acid 
• 175442-52-1 tris(3-phenylpyrazol-1-yl)methane 
• 936476-25-4 1,1'-carbonyl(3-phenyl-1H-pyrazole) 

Relevant academic research and scientific papers

ENAMINES. 8. POLAROGRAPHIC STUDY OF THE REACTIONS OF A NUMBER OF ENAMINO KETONES WITH NUCLEOPHILIC REAGENTS

The hydrolysis and hydrazinolysis of cyclic enamino ketones of the pyrrolidine, piperidine, and hexahydroazepine series, as well as their noncyclic analogs, were investigated.It is shown that these processes have several principles in common.A bell-shaped

Copper(I)-Catalyzed Oxyamination of β,γ-Unsaturated Hydrazones: Synthesis of Dihydropyrazoles

An efficient aerobic copper(I)-catalyzed oxyamination of β, γ-unsaturated hydrazones has been developed. The methodology provides effective access to dihydropyrazole derivatives in a one-pot process utilizing dioxygen as a sustainable sacrificial oxidant.

Highly Efficient Cuprous Complexes with Thermally Activated Delayed Fluorescence for Solution-Processed Organic Light-Emitting Devices

Two mononuclear cuprous complexes [Cu(PNNA)(POP)]BF4 (1) and [Cu(PNNA)(Xantphos)]BF4 (2) (PNNA = 9,9-dimethyl-10-(6-(3-phenyl-1H-pyrazol-1-yl)pyridin-3-yl)-9,10-dihydroacridine, POP = bis[2-(dipenylphosphino)phenyl]ether, Xantphos =4

Photoelectric properties of aromatic triangular tri-palladium complexes and their catalytic applications in the Suzuki-Miyaura coupling reaction

The photoelectric properties and catalytic activities of substituted triphenylphosphine and sulfur/selenium ligand supported aromatic triangular tri-palladium complexes1-4, abbreviated as [Pd3]+, were investigated. The cyclic voltammogram of [Pd3]+in CH3CN-nBu4NPF6showed a single quasi-reversible wave which was consistent with their robust property and provided preliminary proof for their electron transfer processes in catalysis. With excitation at 267 nm, [Pd3]+exhibited strong ratiometric fluorescence at 550 and 780 nm at a temperature gradient from 77 K to 287 K. These peculiar triangular tri-palladium complexes showed excellent catalytic activities and exclusive reactivity with aryl iodides over the other halogenated aromatics in the Suzuki-Miyaura coupling reaction. The electronic and steric hindrance effects of substituents on the aryl iodides and aryl boronic acids including heteroaromatics like pyridine, pyrazine and thiophenes were explored and most substrates achieved up to 99% of yields. (2-[1,1′-Biphenyl]-2-ylbenzothiazole) which was analogous to the selective cyclooxygenase-2 (COX-2) inhibitors was also synthesized with our tri-palladium catalyst and gave good isolated yield (94%). The study of the catalytic process revealed that the mechanism of the reaction may involve the replacement of the sulphur ligand on [Pd3]+by iodine from aryl iodides, which was beneficial for the matching of C-I bond energy.

Transition metal free, green and facile halogenation of ketene dithioacetals using a KX-oxidant system

A facile oxidative halogenation of α-oxo ketene dithioacetals is achieved by using a potassium halide and oxidant combination under transition metal free conditions at ambient temperature. Using this methodology, halogenated ketene dithioacetals are synth

Palladium catalyzed hydrodefluorination of fluoro-(hetero)arenes

Palladium catalyzed hydrodefluorination was developed for fine-tuning the properties of fluoro-(hetero)aromatic compounds. The robust reaction can be set up in air, requires only commercially available components, and tolerates a variety of heterocycles and functionalities relevant to drug discovery. Given the prevalence of fluorine incorporation around metabolic hotspots, the corresponding deuterodefluorination reaction may prove useful for converting fluorinated libraries to deuterated analogues to suppress the oxidative metabolism by kinetic isotope effects.

Preparation method of pyrazole derivative (by machine translation)

The preparation method comprises the following steps: mixing an alkyne propyl alcohol derivative, a halogen source, an acid and a solvent, heating and reacting, and reacting to Meyer - Schuster generate the pyrazole derivative. Compared with the prior art, the preparation method disclosed by the invention has 91% the advantages of maximum yield, simple operation, mild conditions, high conversion rate, few byproducts and the like, and provides a brand-new synthetic method for construction of pyrazole compounds. (by machine translation)

Molybdenum-silver co-catalyzed cycloaddition of alkynes with: N -isocyanoiminotriphenylphosphorane (NIITP): An efficient strategy for the synthesis of monosubstituted pyrazoles

A new molybdenum-silver co-catalyzed [3+2] cycloaddition of alkynes with N-isocyanoiminotriphenylphosphorane (NIITP) has been described. The NIITP serves as a non-toxic, facile "CNN" source. Over 30 substrates were successfully converted to the desired compounds in good to excellent yields.

Preparing method for monosubstituted pyrazole compound

The invention belongs to the field of chemical synthesis, and particularly relates to a preparing method for a monosubstituted pyrazole compound. The preparing method includes the following steps thatunder catalysis of a molybdenum compound, an alkyne compound and N-isocyano triphenyl phosphinimine react in an organic solvent, and the monosubstituted pyrazole compound is obtained. The alkyne compound is of a structure in a formula (I), and the monosubstituted pyrazole compound is of a structure in a formula (II), wherein R is alkyl or substitution alkyl or aryl or substitution aryl or heteroaryl or substitution heteroaryl. According to the method, the alkyne compound and the N-isocyano triphenyl phosphinimine serve as reaction substrates, the molybdenum compound serves as a catalyst, anda series of monosubstituted pyrazole compounds can be synthesized by adjusting the specific type of the alkyne compound. The method is easy to operate, the raw materials and reagents are easy to obtain, and the method is mild in condition, environmentally friendly and particularly suitable for large-scale industrial production.

Silver-Mediated [3 + 2] Cycloaddition of Alkynes and N-Isocyanoiminotriphenylphosphorane: Access to Monosubstituted Pyrazoles

A silver-mediated [3 + 2] cycloaddition of "CNN" and "C≡C" for constructing pyrazoles has been described. The "CNN" building block used is N-isocyanoiminotriphenylphosphorane, which is a stable, safe, easy-to-handle, and odorless solid isocyanide. The reaction is characterized by its mild conditions, broad substrate scope, and excellent functional group tolerance.