74375-38-5

Basic information

• Product Name: 4(3H)-Quinazolinone, 3-ethyl-2-phenyl-
• CAS NO: 74375-38-5
• Molecular Formula: C16H14N2O
• Molecular Weight: 250.3
• Mol File: 74375-38-5.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 4(3H)-Quinazolinone, 3-ethyl-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(3H)-Quinazolinone, 3-ethyl-2-phenyl-(74375-38-5)
• EPA Substance Registry System: 4(3H)-Quinazolinone, 3-ethyl-2-phenyl-(74375-38-5)

Safety Data

• Hazardous Substances Data: 74375-38-5(Hazardous Substances Data)

Upstream product

• 100-51-6 benzyl alcohol 
• 118-48-9 isatoic anhydride 
• 100-52-7 benzaldehyde 
• 75-04-7 ethylamine 
• 74375-30-7 2-phenyl-3-ethyl-2,3-dihydroquinazolin-4(1H)-one 
• 627-45-2 N-formylethylamine 
• 14321-27-8 N-ethylbenzylamine 
• 5344-90-1 2-Aminobenzyl alcohol 
• 119072-55-8 tert-butylisonitrile 
• 32212-29-6 2-amino-N-ethylbenzamide 
• 98-80-6 phenylboronic acid 
• 28144-70-9 anthranilic acid amide 
• 80031-02-3 2-Bromo-N-ethylbenzamide 
• 41882-26-2 N-ethyl-2-iodo-benzamide 

Relevant articles and documents

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.).

Synthetic method of quinazolinone derivatives

The invention discloses a method for synthesizing quinazolinone derivatives, belonging to the technical field of organic synthesis. According to the preparation method, isatoic anhydride or derivatives thereof, aldehyde compounds and inert amide are used as raw materials and are subjected to one-step synthesis treatment to prepare the quinazolinone derivatives; synthesis steps are simple, raw materials are non-toxic, cheap and easy to obtain, and the synthesis method has the advantages of good functional group compatibility and high atom economy, and has the potential in large-scale one-step preparation of the quinazolinone derivatives.

Metal-Free Synthesis of Polycyclic Quinazolinones Enabled by a (NH4)2S2O8-Promoted Intramolecular Oxidative Cyclization

An efficient metal-free, (NH4)2S2O8 mediated intramolecular oxidative cyclization for the construction of polycyclic heterocycles was disclosed. A series of polycyclic quinazolinone derivatives with good functional group tolerance were obtained in high yields. The natural products tryptanthrin and rutaecarpine, as well as their derivatives, were easily synthesized by this strategy. A preliminary mechanism study suggested the carbon-centered radical was involved in the catalytic cycle.