22686-81-3

Basic information

• Product Name: 3-methyl-2-phenylquinazolin-4(3H)-one
• CAS NO: 22686-81-3
• Molecular Formula: C₁₅H₁₂N₂O
• Molecular Weight: 236.2686
• Mol File: 22686-81-3.mol
• Article Data: 65

Chemical Properties

• Boiling Point: 396.2°C at 760 mmHg
• Flash Point: 193.4°C
• Density: 1.17g/cm³
• Vapor Pressure: 1.74E-06mmHg at 25°C
• Refractive Index: 1.634
• CAS DataBase Reference: 3-methyl-2-phenylquinazolin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-2-phenylquinazolin-4(3H)-one(22686-81-3)
• EPA Substance Registry System: 3-methyl-2-phenylquinazolin-4(3H)-one(22686-81-3)

Safety Data

• Hazardous Substances Data: 22686-81-3(Hazardous Substances Data)

Upstream product

• 110809-98-8 2-Amino-benzoic acid N-methyl-N'-[1-phenyl-meth-(E)-ylidene]-hydrazide 
• 98-88-4 benzoyl chloride 
• 118-48-9 isatoic anhydride 
• 1663-61-2 triethoxymethylbenzene 
• 74-89-5 methylamine 
• 123-75-1 pyrrolidine 
• 127082-54-6 2-Benzamido-N-methylbenzamide 
• 593-51-1 methylamine hydrochloride 
• 7510-49-8 methyl 2-(benzamido)benzoate 
• 16285-32-8 2,3-dihydro-3-methyl-2-phenylquinazolin-4(1H)-one 
• 76893-90-8 (N-methyl)(phenyl)carbonitrilium trifluoromethylsulfonate 
• 28144-70-9 anthranilic acid amide 
• 21737-87-1 N-methyl benzimidoyl chloride 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 7031-95-0 1-benzoxy-2,2,6,6-tetramethylpiperidine 
• 52458-01-2 4,4-di-naphthalen-1-yl-2-phenyl-4H-benzo[d][1,3]oxazine 

Relevant articles and documents

Access to 2-Arylquinazolin-4(3H)-ones through Intramolecular Oxidative C(sp3)?H/N?H Cross-Coupling Mediated by I2/DMSO

A novel approach for the synthesis of 2-arylquinazolin-4(3H)-ones was developed. A series of title compounds were obtained with good functional group tolerance and good yields by I2/DMSO-mediated intramolecular oxidative cross-coupling of 2-(benzylamino)benzamides to form C=N double bonds. This method was applicable for gram-scale synthesis. A proposed reaction pathway based on some control experiments was also provided.

Direct synthesis of quinazolinones via the carbon-supported acid-catalyzed cascade reaction of isatoic anhydrides with amides and aldehydes

A novel catalytic system is reported for the construction of quinazolinones via the carbon-supported acid-catalyzed cascade coupling of isatoic anhydrides with amides and aldehydes. Subsequent selective hydrosilylation of the quinazolinones using a hydrogen-transfer strategy was also explored to provide dihydroquinazolines with structural diversity. The developed methodology proceeds with a broad substrate scope, excellent functional group tolerance, and utilizes a reusable catalyst and air as a green oxidant.

Direct Use of Benzylic Alcohols for Multicomponent Synthesis of 2-Aryl Quinazolinones Utilizing the π-Benzylpalladium(II) System in Water

We demonstrate the direct use of benzylic alcohols for a multicomponent reaction of readily available isatoic anhydrides with amines in water, which is a synthetic route for the direct construction of a series of 2-aryl quinazolinones. This one-pot synthetic method involves the dehydrative N-benzylation of in situ generated anthranilamides followed by an amide-directed benzylic C?H amination process utilizing the π-benzylPd(II) system. Comparison of independent rate measurements using benzyl alcohol and its deuterated form gave a kinetic isotope effect of 3.5. Therefore, the benzylic C?H bond is cleaved in the rate-determining step. We successfully carried out a gram-scale reaction in 85% yield with simplified product isolation. (Figure presented.).