105020-37-9

Basic information

• Product Name: 1H-Pyrazole-3-carboxylicacid,4-cyano-1-methyl-,methylester(9CI)
• Synonyms: 1H-Pyrazole-3-carboxylicacid,4-cyano-1-methyl-,methylester(9CI)
• CAS NO: 105020-37-9
• Molecular Formula: C7H7N3O2
• Molecular Weight: 0
• Product Categories: GLYCINESCAFFOLD
• Mol File: 105020-37-9.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrazole-3-carboxylicacid,4-cyano-1-methyl-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-3-carboxylicacid,4-cyano-1-methyl-,methylester(9CI)(105020-37-9)
• EPA Substance Registry System: 1H-Pyrazole-3-carboxylicacid,4-cyano-1-methyl-,methylester(9CI)(105020-37-9)

Safety Data

• Hazardous Substances Data: 105020-37-9(Hazardous Substances Data)

Upstream product

• 105020-46-0 4-Cyan-1,3-pyrazoldicarbonsaeure-dimethylester 
• 24153-51-3 diazomethane 
• 105020-40-4 trans-4,5-Dicyan-4,5-dihydro-1H-pyrazol-4,5-dicarbonsaeure-dimethylester 
• 35234-87-8 dimethyl 2,3-dicyanofumarate 
• 186581-53-3 diazomethane 
• 105020-45-9 4-Cyano-1H-pyrazole-3-carboxylic acid methyl ester 

Relevant articles and documents

1,3-Dipolar Cycloadditions, 93. - The Astounding Reaction of Dimethyl 2,3-Dicyanofumarate with Diazomethane

The reaction with excess of diazomethane furnished methyl 4-cyano-1-methylpyrazole-5- and -3-carboxylate (2 and 3) as well as the three N-methyl-1,2,3-triazolecarboxylic esters 4-6.A mechanistic study revealed a poly-step sequence.The initial formation of the pyrazoline 8 proceeded normal.Base catalysis effected an equilibration of trans- and cis-2-pyrazoline, 8(*)12, followed by a fragmentation into methyl 4-cyano-3-pyrazolecarboxylate (26) and methyl cyanoformate (32); a 4H-pyrazole is supposed to be the key intermediate.The final products mentioned above emerged from further reaction of 26 and 32 with diazomethane.