13180-21-7

Basic information

• Product Name: 1-methyl-3-phenyl-2(1H)-pyridinone
• Synonyms: 1-methyl-3-phenyl-2(1H)-pyridinone
• CAS NO: 13180-21-7
• Molecular Weight: 185.225
• Mol File: 13180-21-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-methyl-3-phenyl-2(1H)-pyridinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-3-phenyl-2(1H)-pyridinone(13180-21-7)
• EPA Substance Registry System: 1-methyl-3-phenyl-2(1H)-pyridinone(13180-21-7)

Safety Data

• Hazardous Substances Data: 13180-21-7(Hazardous Substances Data)

Usage

Structure

Heterocyclic compound with a pyridone ring

Common uses

Solvent, intermediate in the synthesis of pharmaceuticals and agrochemicals

Solubility

High solubility in water and other organic solvents

Biological activities

Potential use in the treatment of cancer, inflammation, and neurological disorders

Other properties

Investigated for potential antioxidant and anti-aging properties

Synthesis

Used as a precursor for the synthesis of other organic compounds.

Upstream product

• 872-36-6 vinylene carbonate 
• 1256971-44-4 N-methyl-2-phenylacrylamide 
• 694-85-9 1-methyl-2-pyridone 
• 59-88-1 phenylhydrazine hydrochloride 
• 52200-48-3 3-bromo-2-chloropyridine 
• 981-18-0 triphenyl(phenylazo)methane 
• 66003-76-7 Diphenyliodonium triflate 
• 1095-03-0 triphenylborane 
• 143-66-8 sodium tetraphenyl borate 
• 109674-45-5 4-methyl-2,6-dioxo-8-phenylhexahydro-[1,3,2]oxazaborolo[2,3-b][1,3,2]oxazaborol-4-ium-8-uide 
• 98-80-6 phenylboronic acid 
• 13466-43-8 3-bromopyridin-2(1H)-one 
• 81971-38-2 3-bromo-1-methyl-1H-pyridin-2-one 

Downstream Products

• 1349798-30-6 C₂₆H₃₀N₂O₂ 
• 1349798-35-1 5-bromo-1-methyl-3-phenylpyridin-2(1H)-one 
• 20538-40-3 1-methyl-3-phenyl-piperidin-2-one 
• 128127-13-9 N-phenyl-2-methyl-4-phenyl-3-oxo-2-azabicyclo<2.2.2>oct-7-ene-5,6-endo-dicarboximide 

Relevant articles and documents

Co(III)-Catalyzed Annulative Vinylene Transfer via C-H Activation: Three-Step Total Synthesis of 8-Oxopseudopalmatine and Oxopalmatine

The Co(III)-catalyzed redox-neutral annulation of benzamides and acrylamides with vinylene carbonate for the synthesis of isoquinolinones and pyridinones has been developed. This protocol employing inexpensive Co(III) as the catalyst tolerated diverse functional groups and substitution patterns, affording the target products with good to excellent yields. The synthetic utility of this transformation was demonstrated by a three-step synthesis of gusanlung D, 8-oxopseudopalmatine, and oxopalmatine.

Regioselective α-arylation of coumarins and 2-pyridones with phenylhydrazines under transition-metal-free conditions

A facile regioselective metal-free direct α-arylation of coumarins and 2-pyridones is achieved by the reaction of coumarins and 2-pyridones with phenylhydrazine in good yields. The reaction proceeds at room temperature under mild conditions using inexpensive reagents and without the need for step intensive activating groups. The methodology is operationally simple, practically viable and also allows the coupling of similar nitrogen heterocycle aza-coumarins without prerequisite N-protection.

Iron-catalyzed regioselective direct arylation at the C-3 position of N-alkyl-2-pyridone

A number of pharmaceutical compounds possess an arylated 2-pyridone moiety. The existing reports using expensive starting materials and/or superstoichiometric metal salts have prompted us to explore a possible user-friendly method for their synthesis. In this report, we demonstrate an easy-to-handle reaction condition with an iron catalyst for the exclusive generation of C-3-arylated pyridone via C-H functionalization.