77143-60-3

Upstream product

• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 538-51-2 benzylidene phenylamine 
• 100-52-7 benzaldehyde 
• 62-53-3 aniline 
• 118-48-9 isatoic anhydride 
• 78-39-7 Triethyl orthoacetate 
• 4424-17-3 2-aminobenzanilide 
• 54364-31-7 2-(Acetylamino)-N-phenylbenzamide 
• 552-16-9 ortho-nitrobenzoic acid 
• 2385-27-5 N-phenyl-2-nitrobenzamide 
• 14371-10-9 (E)-3-phenylpropenal 
• 94565-42-1 3-Phenyl-2-((E)-styryl)-2,3-dihydro-1H-quinazolin-4-one 
• 2385-23-1 2-Methyl-3-phenyl-4(3H)-quinazolinone 
• 89-52-1 o-acetylamino-benzoic acid 

Relevant academic research and scientific papers

One-Pot Synthesis of Quinazolin-4(3H)-ones through Anodic Oxidation and the Related Mechanistic Studies

A metal-free and oxidant-free method for the one-pot preparation of quinazolin-4(3H)-ones enabled by electrochemical oxidation is described. Together with 2-aminobenzamides, a variety of aldehydes were successfully applied to an acid-catalyzed annulation and direct anodic oxidation cascade, affording structurally diverse quinazoline-4(3H)-ones in good to excellent yields. Additionally, certain alcohols can be directly applied instead of the corresponding aldehydes to achieve the same final products with the assistance of an electrolysis mediator (TEMPO). The reaction mechanism was carefully examined and the results strongly suggest that the direct and indirect oxidation go through different pathways. As an efficient and environmentally friendly access to a broad range of quinazolin-4(3H)-ones, the synthetic utility of this method was demonstrated by gram-scale operation, as well as the preparation of bioactive mackinazolinone and truncated erlotinib. (Figure presented.).

Synthesis, biological evaluation and structure-activity relationship of 2-styrylquinazolones as anti-tubercular agents

2-Styrylquinazolones are reported as a novel class of potent anti-mycobacterial agents. Forty-six target compounds have been synthesized using one pot reaction involving isatoic anhydride, amine, and triethyl orthoacetate followed by aldehyde to construct

Synthesis of N -Heteropolycyclic Compounds Including Quinazolinone Skeleton Using Friedel-Crafts Alkylation

A simple method to synthesize N-heteropolycyclic quinazolinones was developed including Knoevenagel condensation of quinazolines and aldehydes and Friedel-Craft alkylation as key steps. Knoevenagel reaction of 2-methyl-3-phenylquinazolin-4(3H)-one proceeded smoothly under a basic condition and subsequent Friedel-Craft alkylation with Bronsted acid gave the N-heteropolycyclic quinazolinones in good yields. Furthermore, these new polycyclic compounds were converted into organic molecules having a long π-conjugation system by treatment of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to utilize them as organic dyes. GRAPHICAL ABSTRACT.

Convenient synthesis of 2,3-disubstituted quinazolin-4(3H)-ones and 2-styryl-3-substituted quinazolin-4(3H)-ones: Applications towards the synthesis of drugs

Simple, convenient, and green synthetic protocols have been developed for the one pot synthesis of 2,3-disubstituted quinazolin-4(3H)-ones and 2-styryl-3-substituted quinazolin-4(3H)-ones under catalyst and solvent free conditions. The multicomponent reaction (3-MCR) involving isatoic anhydride, an amine, and orthoester afforded the 2,3-disubstituted quinazolin-4(3H)-ones in excellent yields under classical heating at 120 °C for 5 h or under microwave irradiation at 140°C for 20-30 min. The use of ammonium acetate instead of the amine provides the 2-substituted quinazolin-4(3H)-ones. The reactions are compatible with various substituted isatoic anhydrides, aryl/heteroaryl/alkyl/cycloalkyl amines, and orthoesters. The strategies are extended to the one pot tandem condensation involving isatoic anhydride, an amine, orthoester, and aldehyde to afford highly functionalized (E)-3-aryl/heteroaryl-2-styrylquinazolin/(2-(heteroaryl)vinyl)quinazolin-4(3H)-ones. The applications of the methodologies are demonstrated through the synthesis of various drugs which act on the central nervous system such as methaqualone, mebroqualone, mecloqualone, piriquialone, and diproqualone.

Synthesis, photochemical and luminescent properties of (E)-2-(2-hydroxyarylethylene)-3-phenylquinazolin-4(3H)-ones

Photoinduced transformations of 2-styrylquinazolinones in solutions were studied using absorption and NMR spectroscopy methods. A possibility of control of the photochemical isomerization rate of quinazolinone 2-(hydroxyaryl)ethenyl derivatives by changin

Synthesis and photophysical properties of 2-Styrylquinazolin-4-ones

Trans-2-Styryl-substituted 3H-, 3-phenyl-, and 3-naphthylquinazolin-4-ones and their 6,7-difl uoro derivatives were synthesized by condensation of appropriate 2-methylquinazolin-4-ones with aromatic aldehydes or by the transformation of the heterocycle of 2-methyl-3,1-benzoxazin-4-one under the action of benzylidenephenylamines. Pleiades Publishing, Ltd., 2011.

Compounds for modulating TRPV3 function

The present application relates to compounds and methods for treating pain and other conditions related to TRPV3.

Condensation of 2-Methyl-3,1-benzoxazin-4-one with Schiff Bases: Simultaneous Introduction of Arylidene and Amine Moieties

2-Methyl-3,1-benzoxazin-4-one (3), generated by cyclising N-acetylanthranilic acid with ethyl chloroformate in benzene containing triethylamine, reacts with schiff bases in situ when heated under reflux in gl. acetic acid to give 3-substituted 2-styryl-3,4-dihydro-4-quinazolones (7).