85921-22-8

Basic information

• Product Name: 5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one
• Synonyms: 5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one
• CAS NO: 85921-22-8
• Molecular Weight: 244.293
• Mol File: 85921-22-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one(85921-22-8)
• EPA Substance Registry System: 5-Methyl-4-(1-methylethylidene)-2-(4'-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one(85921-22-8)

Safety Data

• Hazardous Substances Data: 85921-22-8(Hazardous Substances Data)

Upstream product

• 3471-32-7 4-Methoxyphenylhydrazine 
• 67-64-1 acetone 
• 6402-09-1 1-(4'-nitrophenyl)-3-methyl-5-pyrazolone 
• 60798-06-3 1-(4-methoxyphenyl)-3-methyl-2-pyrazolin-5-one 
• 100-16-3 4-nitrophenylhydrazone 
• 76973-30-3 5-Methyl-4-(1-methylethylidene)-2-(4'-nitrophenyl)-2,4-dihydro-3H-pyrazol-3-one 

Downstream Products

• 1643536-82-6 (R,Z)-1-(4-methoxyphenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one 
• 1643536-83-7 (S,Z)-1-(4-methoxyphenyl)-3-methyl-4-(5-nitro-4-phenylpentan-2-ylidene)-1H-pyrazol-5(4H)-one 
• 60798-06-3 1-(4-methoxyphenyl)-3-methyl-2-pyrazolin-5-one 
• 1567-89-1 N-(2,4-dinitrophenyl)-N'-isopropylidene-hydrazine 
• 110-20-3 acetone semicarbazone 
• 76858-78-1 2-(4-hydroxy-phenyl)-5-methyl-2,4-dihydro-pyrazol-3-one 
• 67-64-1 acetone 
• 85921-25-1 2,2,7-trimethyl-5-p-methoxyphenyl-1-oxa-5,6-diazaspiro<2.4>hept-6-en-4-one 
• 111751-09-8 4-Isopropyl-2-(4-methoxy-phenyl)-5-methyl-1,2-dihydro-pyrazol-3-one 

Relevant articles and documents

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.

Remarkable substituent effects found in the base-catalyzed reaction of 5-methyl-2-(4'-substituted-phenyl)-2,4-dihydro-3H-pyrazol-3- ones

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