22123-17-7

Basic information

• Product Name: 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-4-(1-methylethylidene)-2-phenyl-
• CAS NO: 22123-17-7
• Molecular Formula: C13H14N2O
• Molecular Weight: 214.267
• Mol File: 22123-17-7.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-4-(1-methylethylidene)-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-4-(1-methylethylidene)-2-phenyl-(22123-17-7)
• EPA Substance Registry System: 3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-4-(1-methylethylidene)-2-phenyl-(22123-17-7)

Safety Data

• Hazardous Substances Data: 22123-17-7(Hazardous Substances Data)

Upstream product

• 89-25-8 edaravone 
• 67-64-1 acetone 
• 107-05-1 3-chloroprop-1-ene 
• 100-63-0 phenylhydrazine 
• 98-86-2 acetophenone 
• 59-88-1 phenylhydrazine hydrochloride 
• 7647-01-0 hydrogenchloride 
• 102889-99-6 4,10,11,11-tetramethyl-2,8-diphenyl-2,3,8,9-tetraaza-dispiro[4.0.4.1]undeca-3,9-diene-1,7-dione 
• 71-43-2 benzene 
• 19735-89-8 3-methyl-1-phenylpyrazolin-5(4H)-one 
• 759-58-0 ethyl isopropylidenecyanoacetate 

Downstream Products

• 860380-59-2 2,2,4-trimethyl-7-oxo-6-phenyl-5,6-diaza-spiro[2.4]hept-4-ene-1,1-dicarbonitrile 
• 101281-46-3 1-cyano-2,2,4-trimethyl-7-oxo-6-phenyl-5,6-diaza-spiro[2.4]hept-4-ene-1-carboxylic acid amide 
• 69157-84-2 4-[3-(4-dimethylamino-phenyl)-1-methyl-allylidene]-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one 
• 50993-68-5 4-isopropyl-3-methyl-1-phenylpyrazol-5-one 
• 112116-92-4 2-(4-bromo-phenyl)-4,10,11,11-tetramethyl-8-phenyl-2,3,8,9-tetraaza-dispiro[4.0.4.1]undeca-3,9-diene-1,7-dione 
• 1422555-03-0 C₂₃H₂₂N₄O₂S 

Relevant articles and documents

Combined inorganic base promoted N-addition/[2,3]-sigmatropic rearrangement to construct homoallyl sulfur-containing pyrazolones

The first sequentially combined inorganic base promoted N-addition/[2,3]-sigmatropic rearrangement reaction of α-alkylidene pyrazolinones and propargyl sulfonium salts has been reported to construct homoallyl sulfur-containing pyrazolones with moderate to excellent yields. α-Alkylidene pyrazolinones function as N-nucleophilic agents distinguished from the reported C-addition reactions. Propargyl sulfonium salts were first involved in the [2,3]-sigmatropic rearrangement protocol differentiated from the well-established annulation reactions. The excellent regioselectivity, the broad scope of substrates, gram-scale synthesis and convenient transformation embody the synthetic superiority of this cascade process.

Direct and enantioselective vinylogous michael addition of α-alkylidenepyrazolinones to nitroolefins catalyzed by dual cinchona alkaloid thioureas

While several protocols exist for the asymmetric functionalization of pyrazolinones at the α-position relying on nucleophilic addition or annulation procedures, use of α-alkylidene electron-rich analogues in asymmetric vinylogous coupling to carbon electrophiles is substantially an uncharted domain. We now report, for the first time, that alkylidenepyrazolinones carrying an enolizable carbon at the γ-position efficiently participate in direct and asymmetric, catalytic vinylogous Michael-type additions to nitroolefins providing the expected adducts in high yields, with complete γ-site selectivity and with extraordinary levels of enantio-, diastereo-, and geometrical selectivities. Both enantiomeric adducts were equally accessed by employing a quasi-enantiomeric quinine- or quinidine-based thiourea catalyst pair.

FACILE SYNTHESIS OF 4-SUBSTITUTED 2-PYRAZOLIN-5-ONES UNDER PHASE TRANSFER CATALYSIS

Nucleophilic displacement of organohalogen compounds by 2-pyrazolin-5-ones (1) in absence/or presence of carbon disulphide or phenyl isothiocyanate under phase transfer catalysis conditions have been studied to give 4-substituted-2-pyrazolin-5-ones (2-8)