14580-15-5

Basic information

• Product Name: 2-Bromo-phenyl-3-methyl -1-( 4-bromophenyl ) -3- methyl- 5- pyrazolone
• Synonyms: 2-Bromo-phenyl-3-methyl -1-( 4-bromophenyl ) -3- methyl- 5- pyrazolone;1-(4-bromophenyl)-3-methyl-1H-pyrazol-5(4H)-one
• CAS NO: 14580-15-5
• Molecular Formula: C₁₀H₉BrN₂O
• Molecular Weight: 253.09526
• Product Categories: Heterocycles
• Mol File: 14580-15-5.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Bromo-phenyl-3-methyl -1-( 4-bromophenyl ) -3- methyl- 5- pyrazolone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-phenyl-3-methyl -1-( 4-bromophenyl ) -3- methyl- 5- pyrazolone(14580-15-5)
• EPA Substance Registry System: 2-Bromo-phenyl-3-methyl -1-( 4-bromophenyl ) -3- methyl- 5- pyrazolone(14580-15-5)

Safety Data

• Hazardous Substances Data: 14580-15-5(Hazardous Substances Data)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 589-21-9 (4-bromophenyl)hydrazine 
• 622-88-8 4-bromophenylhydrazine hydrochloride 

Downstream Products

• 100711-90-8 5-Methyl-4-(1-methylethylidene)-2-(4'-bromophenyl)-2,4-dihydro-3H-pyrazol-3-one 
• 108221-70-1 C₂₅H₂₂Br₂N₄O₂ 
• 141213-12-9 2-(4-bromophenyl)-2,4-dihydro-4-bis(methylmercapto)methylene-5-methyl-3H-pyrazol-3-one 
• 108161-21-3 5-Methyl-4-(1'-methyl-4'-oxopenta-2'-yl)-2-(4''-bromophenyl)-2,4-dihydro-3H-pyrazol-3-one 
• 603-65-6 2-(4-bromophenyl)-1,5-dimethyl-1,2-dihydro-3H-pyrazol-3-one 
• 78448-84-7 C₁₇H₁₂BrClN₂O₂ 
• 1440199-69-8 4-(1-(anthracen-9-yl)-2-nitroethyl)-1-(4-bromophenyl)-4-fluoro-3-methyl-1H-pyrazol-5(4H)-one 
• 1415230-67-9 1-(4-bromophenyl)-3-methyl-1H-pyrazol-5-yl acetate 
• 1643536-78-0 (R,Z)-1-(4-bromophenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one 
• 1643536-79-1 (R,E)-1-(4-bromophenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one 
• 1643536-80-4 (S,Z)-1-(4-bromophenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one 
• 1643536-81-5 (E,S)-1-(4-bromophenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one 
• 1643536-86-0 (R,Z)-1-(4-bromophenyl)-4-[4-(4-bromophenyl)-5-nitropentan-2-ylidene]-3-methyl-1Hpyrazol-5(4H)-one 
• 1643536-87-1 (S,Z)-1-(4-bromophenyl)-4-[4-(4-bromophenyl)-5-nitropentan-2-ylidene]-3-methyl-1Hpyrazol-5(4H)-one 

Relevant articles and documents

Microwave-accelerated and Catalyst-free Synthesis of Novel tris-(Pyrazolyl)methanes

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Catalytic Asymmetric Addition of Diorganozinc Reagents to Pyrazole-4,5-Diones and Indoline-2,3-Diones

The catalytic enantioselective diorganozinc additions to cyclic diketones including pyrazolin-4,5-diones and isatins have been developed. In the presence of morpholine-containing chiral amino alcohol ligand, the corresponding chiral cyclic tertiary alcohols were produced in good to excellent yields (up to 97 %) and enantioselectivities (up to 95 % ee). The notable feature of this protocol includes its mild reaction conditions, Lewis acid additives free and broad functional group tolerance.

Rhodium-Catalyzed [4+2] Annulation of N-Aryl Pyrazolones with Diazo Compounds To Access Pyrazolone-Fused Cinnolines

An efficient synthesis of novel dinitrogen-fused heterocycles such as pyrazolo[1,2-a]cinnoline derivatives have been accomplished by the rhodium(III)-catalyzed reaction of N-arylpyrazol-5-ones with α-diazo compounds. This reaction proceeds through a cascade C?H activation/intramolecular cyclization with a broad substrate scope. Furthermore, this protocol is successfully extended to the unusual phosphorus-containing α-diazo compounds and cyclic diazo compounds as the cross-coupling partners to deliver the two new kinds of pyrazolo[1,2-a]cinnolinones. The control experiments were performed to reveal insight into the mechanism of this reaction, involving reversible C?H activation, migratory insertion of the diazo compound, and cascade cyclization as the key steps of the transformation. Moreover, gram-scale synthesis and further transformation of the target product demonstrate the synthetic utility of the present protocol.