5388-11-4

Upstream product

• 491-36-1 4-Hydroxyquinazoline 
• 100-44-7 benzyl chloride 
• 118-48-9 isatoic anhydride 
• 122-51-0 orthoformic acid triethyl ester 
• 100-46-9 benzylamine 
• 3342-77-6 N-formylanthranilic acid 
• 64-18-6 formic acid 
• 5471-20-5 2-amino-N-benzylbenzamide 
• 118-92-3 anthranilic acid 
• 100-39-0 benzyl bromide 
• 491-36-1 4-quinazolinol 
• 52745-10-5 N-(phenylmethyl)-2-nitrobenzamide 
• 923018-90-0 3-benzyl-2-bromo-3H-quinazolin-4-one 
• 923018-88-6 3-(2-iodobenzyl)-3H-quinazolin-4-one 

Downstream Products

• 40132-09-0 3-benzyl-1,2,3,4-tetrahydro-quinazoline 
• 117192-38-8 3-Benzyl-1-methyl-2-thioxo-2,3-dihydro-1H-quinazolin-4-one 
• 1419176-64-9 C₁₆H₁₄N₂OSe 
• 1419176-54-7 C₁₆H₁₅N₂O⁽¹⁺⁾*BF₄^(1-) 
• 1419176-58-1 CF₃O₃S^(1-)*C₁₆H₁₅N₂O⁽¹⁺⁾ 
• 39860-69-0 3-benzyl-2,3-dihydroquinazolin-4(1H)-one 
• 1415460-68-2 tert-butyl 3-(3-benzyl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propanoate 
• 1415460-67-1 3-(3-benzyl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propanenitrile 
• 1415460-66-0 methyl 3-(3-benzyl-4-oxo-1,2,3,4-tetrahydroquinazolin-2-yl)propanoate 
• 1022-45-3 2-phenyl-4(3H)-quinazolinone 
• 19857-37-5 3-benzyl-2-phenyl-3,4-dihydroquinazolin-4-one 

Relevant academic research and scientific papers

N,N-Dimethylformamide as Carbon Synthons for the Synthesis ofN-Heterocycles: Pyrrolo/Indolo[1,2-a]quinoxalines and Quinazolin-4-ones

N,N-dimethylformamide (DMF) as synthetic precursors contributing especially the methyl, acyl, and amino groups has played a significant role in heterocycle syntheses and functionalization. In this protocol, a wide range of pyrrolo/indolo[1,2-a]quinoxalines and quinazolin-4-ones were obtained in moderate to good yields by using elemental iodine without any metal or peroxides. We considered thatN-methyl andN-acyl of DMF participate and complete the reaction separately through different mechanisms, which displayed potential still to be explored of DMF.

Copper-Catalyzed Oxidative Cyclization of 2-Aminobenzamide Derivatives: Efficient Syntheses of Quinazolinones and Indazolones

A simple copper-catalyzed assembly to formulate quinazolinone and indazolone derivatives in a single protocol manner is reported. These transformations are based on the fact that DMF can serve as a reaction solvent and one carbon synthon for the construct

Light-driven selective aerobic oxidation of (iso)quinoliniums and related heterocycles

Selective C1-H/C4-H carbonylation of N-methylene iminium salts, catalyzed by visible-light photoredox and oxygen in the air, has been reported. A ruthenium complex acts as a chemical switch to conduct two different reaction pathways and to afford two diff

Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides

A highly efficient TMSCl-mediated addition of N-nucleophiles to isocyanides has been achieved. This transition-metal and oxidant-free strategy has been applied to the construction of various N-heterocyles such as quinazolinone, benzimidazole and benzothiazole derivatives by the use of distinct amino-based binucleophiles. The notable feature of this protocol includes its mild reaction condition, broad functional group tolerance and excellent yield. This journal is

Visible-light induced copper(i)-catalyzed oxidative cyclization of: O -aminobenzamides with methanol and ethanol via HAT

The use of the in situ generated ligand-copper superoxo complex absorbing light energy to activate the alpha C(sp3)-H of MeOH and EtOH via the hydrogen atom transfer (HAT) process for the synthesis of quinazolinones by oxidative cyclization of alcohols with o-aminobenzamide has been investigated. The synthetic utility of this protocol offers an efficient synthesis of a quinazolinone intermediate for erlotinb (anti-cancer agent) and 30 examples were reported.

α-Hydroxy acid as an aldehyde surrogate: metal-free synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and other N-heterocyclesviadecarboxylative oxidative annulation reaction

A metal-free and efficient procedure for the synthesis of pyrrolo[1,2-a]quinoxalines, quinazolinones, and indolo[1,2-a]quinoxaline has been developed. The key features of our method include thein situgeneration of aldehyde from α-hydroxy acid in the presence of TBHP (tert-butyl hydrogen peroxide), and further condensation with various amines, followed by intramolecular cyclization and subsequent oxidation to afford the corresponding quinoxalines, quinazolinones derivatives in moderate to high yields.

Facile access to: N-formyl imide as an N-formylating agent for the direct synthesis of N-formamides, benzimidazoles and quinazolinones

N-Formamide synthesis using N-formyl imide with primary and secondary amines with catalytic amounts of p-toluenesulfonic acid monohydrate (TsOH·H2O) is described. This reaction is performed in water without the use of surfactants. Moreover, N-formyl imide is efficiently synthesized using acylamidines with TsOH·H2O in water. In addition, N-formyl imide was successfully used as a carbonyl source in the synthesis of benzimidazole and quinazolinone derivatives. Notable features of N-formylation of amines by using N-formyl imide include operational simplicity, oxidant- A nd metal-free conditions, structurally diverse products, and easy applicability to gram-scale operation.

Selective Oxidative Cleavage of 3-Methylindoles with Primary Amines Affording Quinazolinones

A selective functionalization of C-C-C bonds toward N-C-O bonds is realized by an n-Bu4NI-catalyzed reaction of 3-methylindoles with primary amines using TBHP as the unique oxidant. The systematic process involves oxygenation, nitrogenation, ring-opening, and recyclization, affording a broad range of quinazolinones in good to excellent yields.

Metal-free C-H methylation and acetylation of heteroarenes with PEG-400

The generation of a methyl carbon source from renewable and cheap sources is challenging. Herein, we describe a novel and an efficient route for methylation and acetylation of aza-heteroarenes using PEG-400 under O2and TsOH·H2O for the first time by tuning the reaction conditions using a different set of starting materials. The key features of the current protocol are oxidative C-O and C-C bond scission under metal-free conditions with good functional group tolerance, and a broad substrate scope. The potential applicability of the designed methodology was demonstrated for the synthesis of central nervous system (CNS) depressant and anticonvulsant drug molecules by a one-pot strategy.

Aromatic heterocyclic substituted quinazolinone derivative as well as synthesis method and application thereof

The invention discloses an aromatic heterocyclic substituted quinazolinone derivative as well as a synthesis method and application thereof, and belongs to the technical field of organic compound preparation. The structural formula of the compound is represented by a formula (I), wherein in the formula (I), X is CH2, CH=CH or CH2CH2; R1 is at least one of H, halogen, hydroxyl, C1-C4 alkoxy and C1-C4 halogenated alkyl; R2 is H, a C4-C7 heterocyclic ring or heterocycloalkyl group containing one to four oxygen or nitrogen, and a substituted or unsubstituted aryl group or aralkyl group. Accordingto the product disclosed by the invention, the defects of low carboxyl bioavailability and poor selectivity of hydantoin to ALR2 can be fundamentally improved; the antioxidant activity of the compoundcan also be improved, a multifunctional multi-target aldose reductase inhibitor is developed, the oxidative stress reaction caused by continuous hyperglycemia is relieved while ALR2 is inhibited, andthe drug effect is improved from the pharmacokinetic level.