50779-86-7

Basic information

• Product Name: dimethyl 3,4-diphenyl-4H-pyrazole-4,5-dicarboxylate
• Synonyms: dimethyl 3,4-diphenyl-4H-pyrazole-4,5-dicarboxylate
• CAS NO: 50779-86-7
• Molecular Weight: 336.347
• Mol File: 50779-86-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: dimethyl 3,4-diphenyl-4H-pyrazole-4,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl 3,4-diphenyl-4H-pyrazole-4,5-dicarboxylate(50779-86-7)
• EPA Substance Registry System: dimethyl 3,4-diphenyl-4H-pyrazole-4,5-dicarboxylate(50779-86-7)

Safety Data

• Hazardous Substances Data: 50779-86-7(Hazardous Substances Data)

Upstream product

• 31419-01-9 dimethyl 3,3-diphenyl-3H-pyrazole-4,5-dicarboxylate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 908093-98-1 diazodiphenylmethane 
• 108-31-6 maleic anhydride 

Downstream Products

• 53315-00-7 dimethyl 3,4-diphenyl-1H-pyrazole-1,5-dicarboxylate 
• 24567-08-6 3,4-diphenyl-1H-pyrazole 
• 50561-87-0 4,5-diphenyl-1⁽²⁾H-pyrazole-3-carboxylic acid methyl ester 
• 32258-63-2 4,5-diphenyl-1⁽²⁾H-pyrazole-3-carboxylic acid 

Relevant articles and documents

Rearrangements of 3H-Pyrazoles—Adducts of Dimethyl Acetylenedicarboxylate with Diphenyldiazomethane and 9-Diazofluorene

Structurally related 3H-pyrazoles resulting from 1,3-dipolar cycloaddition of diphenyldiazomethane and 9-diazofluorene to dimethyl acetylenedicarboxylate undergo van Alphen–Hüttel rearrangement on heating in a polar solvent (methanol, ethanol, acetic acid

Regioselectivity of the thermal van Alphen–Hüttel rearrangement of 4- and 5-mono- and 4,5-disubstituted 3,3-diphenyl-3H-pyrazoles

Thermal van Alphen–Hüttel rearrangement of methyl 3,3-diphenyl-3H-pyrazole-4-carboxylate, 3,3-diphenyl-3H-pyrazole-4-carbonitrile, and methyl 5-methyl-3,3-diphenyl-3H-pyrazole-4-carboxylate involves completely regioselective migration of one phenyl group from the 3-position to N2with formation of aromatic 1H-pyrazole system. Thermal rearrangement of methyl 3,3-diphenyl-3H-pyrazole-5-carboxylate leads to the formation of methyl 4,5-diphenyl-1H-pyrazole-3-carboxylate as a result of migration of the 3-phenyl group exclusively to the C4atom and subsequent prototropic isomerization. Under analogous conditions, methyl 4-methyl-3,3-diphenyl-3H-pyrazole-5-carboxylate, methyl 5-(methanesulfonyl)-3,3-diphenyl-3H-pyrazole-4-carboxylate, methyl 5-(benzenesulfonyl)-3,3-diphenyl-3H-pyrazole-4-carboxylate, and dimethyl 3,3-diphenyl-3H-pyrazole-4,5-dicarboxylate have been regioselectively converted into the corresponding 4H-pyrazoles. Thermolysis of 5-(4-methylbenzenesulfonyl)-3,3-diphenyl-3H-pyrazole-4-carbonitrile gives rise to a mixture of 1H- and 4H-pyrazoles, the former considerably prevailing, whereas the corresponding 1H-pyrazoles are formed as the only product from 5-(methanesulfonyl)- and 5-(benzenesulfonyl)-3,3-diphenyl-3H-pyrazole-4-carbonitriles.