32664-28-1

Basic information

• Product Name: 5-(4-methoxyphenyl)-3-phenyl-1H-pyrazole
• Synonyms: 1H-pyrazole, 3-(4-methoxyphenyl)-5-phenyl-
• CAS NO: 32664-28-1
• Molecular Formula: C₁₆H₁₄N₂O
• Molecular Weight: 250.2952
• Mol File: 32664-28-1.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 472.6°C at 760 mmHg
• Flash Point: 168.8°C
• Density: 1.161g/cm³
• Vapor Pressure: 1.2E-08mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: 5-(4-methoxyphenyl)-3-phenyl-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-methoxyphenyl)-3-phenyl-1H-pyrazole(32664-28-1)
• EPA Substance Registry System: 5-(4-methoxyphenyl)-3-phenyl-1H-pyrazole(32664-28-1)

Safety Data

• Hazardous Substances Data: 32664-28-1(Hazardous Substances Data)

Usage

General Description

5-(4-methoxyphenyl)-3-phenyl-1H-pyrazole is a chemical compound with a molecular formula C17H14N2O. It belongs to the class of pyrazole derivatives and is commonly used in research and pharmaceutical applications. 5-(4-methoxyphenyl)-3-phenyl-1H-pyrazole has potential pharmacological properties and has been studied for its biological activities, including anti-inflammatory and anti-cancer effects. It is also used as a building block in the synthesis of other organic compounds. The presence of a methoxy group and a phenyl group in its structure gives it unique properties and potential for use in various chemical and medicinal applications.

Upstream product

• 63062-91-9 3-(4-methoxy-phenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-4-ol 
• 64-19-7 acetic acid 
• 851729-18-5 3-phenyl-5-(4-methoxyphenyl)-4-hydroxy-4,5-dihydro-1H-pyrazole 
• 123-11-5 4-methoxy-benzaldehyde 
• 536-74-3 phenylacetylene 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 22966-19-4 trans-4'-methoxychalcone 
• 563-41-7 semicarbazide hydrochloride 
• 18873-03-5 trans-1-p-methoxyphenyl-3-phenyl-2,3-epoxy-1-propanone 
• 19350-72-2 N'-(4-methoxybenzylidene)-4-methylbenzenesulfonohydrazide 
• 116460-49-2 1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-ol 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 36837-37-3 1-acetyl-3-(4-methoxy-phenyl)-5-phenyl-1H-pyrazole 
• 1429205-24-2 C₁₆H₁₄N₂O*HNO₃ 

Relevant articles and documents

Base promoted CuFe2O4 catalyzed one-pot synthesis of 3,5-diaryl-1H-pyrazoles

Available synthetic protocols for 3,5-diaryl-1H-pyrazoles generally demand long reaction time. Herein, we are reporting a CuFe2O4 catalyzed synthetic procedure for the same that delivers products in significantly reduced time starting from tosylhydrazones of aromatic aldehydes and terminal alkynes. Under the reaction condition, tosylhydrazone generates diazo compound in situ, which then undergoes [3 + 2] cycloaddition reaction with the terminal alkyne followed by [1,3]-H shift to deliver the final products in 72%–85% isolated yield. Magnetically active CuFe2O4 nanoparticles can be recovered very easily after the completion of the reaction and can be reused up to fifth cycle without significant loss in its catalytic activity. Operational simplicity of the methodology along with tolerability of various functional groups as well as easy recovery and high reusability of CuFe2O4 nanoparticles make the procedure a practical and handy one for the synthesis of 3,5-diaryl-1H-pyrazoles.

Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses

3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.

One-pot regioselective synthesis of substituted pyrazoles and isoxazoles in PEG-400/water medium by Cu-free nano-Pd catalyzed sequential acyl Sonogashira coupling-intramolecular cyclization

Catalyst efficacy of in situ generated Pd-nanoparticles (PdNPs) in the regioselective one-pot synthesis of 3,5-di & 3,4,5-trisubstituted pyrazoles and 3,5-disubstituted isoxazoles in environmentally benign PEG-400/H2O medium, which involves the sequential (i) Cu-free acyl-Sonogashira coupling (ASC) and (ii) intramolecular ynone-amine cyclization under PTC conditions was described. The results of controlled experiments support the operation of two sequential catalytic cycles (ASC/cyclization) and achievement of complementary/opposite regioselectivity via ynone-bound palladium in a one-pot approach. Moreover, the in situ PdNPs recovered after the first catalytic cycle of the one-pot reaction sequence have been reused again five times successively. Besides, prior to the above studies, the efficacy of some common Pd-N-heterocyclic carbene (Pd-NHC) complexes in catalyzing the same one-pot two-step reaction sequence (Cu-free ASC/cyclization) both in water and organic solvents was also optimized. In situ generation of PdNPs from above Pd-NHCs in water was also identified, but they are not reusable due to their large size distribution.