109809-19-0

Basic information

• Product Name: 4-((4-methoxyphenyl)diazenyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol
• Synonyms: 4-((4-methoxyphenyl)diazenyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol
• CAS NO: 109809-19-0
• Molecular Weight: 308.34
• Mol File: 109809-19-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-((4-methoxyphenyl)diazenyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-((4-methoxyphenyl)diazenyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol(109809-19-0)
• EPA Substance Registry System: 4-((4-methoxyphenyl)diazenyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol(109809-19-0)

Safety Data

• Hazardous Substances Data: 109809-19-0(Hazardous Substances Data)

Upstream product

• 100-63-0 phenylhydrazine 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 1781-33-5 4-diazo-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one 
• 89-25-8 edaravone 
• 3471-32-7 4-Methoxyphenylhydrazine 

Relevant articles and documents

Construction of Multifunctionalized Azopyrazoles by Silver- Catalyzed Cascade Reaction of Diazo Compounds

A variety of multisubstituted azopyrazoles were synthesized in good yield from an efficient one-pot silver trifluoromethanesulfonate (AgOTf)-catalyzed cascade reaction of α-diazo-β-keto esters with two arylhydrazines or two arylhydrazine hydrochlorides. This cascade reaction included pyrazolone formation, NH insertion, and oxidation. For the synthesis of more diverse azopyrazoles bearing two different aromatic rings, the silver(I)-catalyzed cascade reaction of 4-diazopyrazol-3-one with arylhydrazine hydrochlorides was also developed. The advantages of these methodologies are easy handling, mild reaction conditions, and an effective and non-toxic catalyst usage.

Iodine-mediated construction of polyfunctionalized arylazopyrazoles from β-ketoesters or 2-arylpyrazol-3-ones and arylhydrazines

This paper describes step-economic iodine-mediated construction of functionalized arylazopyrazoles in the presence of catalytic AgNO3 starting from simple β-ketoesters and two equivalents of arylhydrazines. This cascade reaction includes in situ α-iodination of β-ketoesters, pyrazol-3-one formation, substitution with a nitrogen nucleophile, and oxidation/aromatization.