74375-33-0

Upstream product

• 118-48-9 isatoic anhydride 
• 75-04-7 ethylamine 
• 873-76-7 para-Chlorobenzyl alcohol 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 74375-41-0 2-(4-chlorophenyl)-3-ethylquinazolin-4(3H)-one 

Relevant academic research and scientific papers

Cation-exchange resin as an efficient hetero- Geneous catalyst for one-pot three-component synthesis of 2,3-dihydro-4(1H)-quinazolinones

Various mono- and disubstituted 2,3-dihydro-4(1H)-quinazolinones were synthesized efficiently by a one-pot three-component condensation of isatoic anhydride, aromatic aldehydes, and ammonium salts or primary amines using a strong acidic cation-exchange resin as the catalyst in EtOH-H2O solution. The catalyst is cheap, efficient, stable, and reusable under the reaction conditions. The novel method offers several advantages, such as excellent yields, environmentally friendly reaction media, and simple procedure.

Sustainable parts-per-million level catalysis with FeIII: One-pot cascade synthesis of 2,3-dihydroquinazolin-4(1H)-ones in water

A silica-supported iron complex has been identified as a highly active and reusable catalyst for the synthesis of medicinally important 2,3-dihydroquinazolin-4(1H)-ones. The catalyst was fully characterized by various spectroscopic analyses such as Fourie

A three-component process for the synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives using nanosized nickel aluminate spinel crystals as highly efficient catalysts

NiAl2O4 spinel nanocrystals were synthesized as mesoporous catalysts and were fully characterized using Fourier-transform infrared spectroscopy (FT-IR), X-ray diffraction patterns (XRD), scanning electron microscopy (SEM), and Energy-dispersive X-ray spectroscopy (EDS). These nanocrystals catalyzed the synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives via a one-pot, three-component condensation reaction of aromatic aldehydes, isatoic anhydride, and ammonium acetate or primary aromatic amine under microwave irradiation. By far, the most obvious advantages of the offered process are efficiency and recyclability of the catalyst as well as a significantly shorter reaction time.

Metal-Free Oxidative C(sp 3)-N Coupling by HBr and DMSO: A Novel Synthesis of 2,3-Dihydroquinazolin-4(1 H)-ones

A metal-free oxidative C(sp 3)-N coupling process has been developed for the synthesis of 2,3-dihydroquinazolin-4(1 H)-ones. The reaction between primary amines, isatoic anhydride, and benzylic alcohols in the presence of HBr in DMSO at 80 °C affords 2,3-dihydroquinazolin-4(1 H)-ones in excellent yields. Under these reaction conditions, benzylic alcohols react with in situ generated bromodimethylsulfonium bromide to form alkoxysulfonium intermediates. These intermediates undergo an oxidative cyclization reaction with primary amines and isatoic anhydride to produce the title products.

One-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones by Fe3O4@SiO2-imid-PMAn nano-catalyst under ultrasonic irradiation and reflux conditions

Abstract: Fe3O4@SiO2-imid-PMAn efficiently catalyzes the condensation reaction of isatoic anhydride, aldehydes, and primary amines or ammonium salts to afford the corresponding 2,3-dihydroquinazolin-4(1H)-one derivatives under ultrasonic irradiation or reflux conditions. This method gives notable advantages such as operational simplicity, excellent yields, short reaction times, and absence of any tedious workup or purification. In addition, the excellent catalytic performance and the easy preparation, thermal stability, and separation of the catalyst make it a good heterogeneous system and a useful alternative to other heterogeneous catalysts. Also, the aforementioned nanocatalyst can be easily recovered by a magnetic field and reused for subsequent reactions for at least six times without noticeable deterioration in catalytic activity and reaction yield. Graphical abstract: [Figure not available: see fulltext.]

Silica supported zinc (II) chloride (SiO2-ZnCl2) as an efficient catalyst for the eco-friendly synthesis of 2,3-dihydroquinazolin- 4(1 H)-ones

Silica supported zinc (II) chloride (SiO2-ZnCl2) as an efficient and non-toxic heterogeneous catalyst have been used for the simple and facile synthesis of 2,3-dihydroquinazolin-4(1H)-ones through the direct cyclo-condensation of anthranilamide and aldehydes or one-pot three-component cyclo-condensation of isatoic anhydride, ammonium acetate (or amines) and aldehydes under solvent-free conditions.

Efficient synthesis of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)- ones using copper benzenesulfonate as a reusable catalyst in aqueous solution

Copper benzenesulfonate was found to be an effective catalyst for one-pot three-component cyclocon-densation of isatoic anhydride, aromatic aldehydes, and ammonium salts or primary amines in aqueous solution to afford the corresponding mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones in good yields. The catalyst is reusable and could be recycled for several times without distinct decrease in its efficiency. Springer-Verlag 2011.

Efficient synthesis of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)- ones using aluminum methanesulfonate as a reusable catalyst

A wide range of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones were synthesized via a one-pot three components condensation of isatoic anhydride, aldehydes, and ammonium salts or primary amines in the presence of aluminum methanesulfonate in EtOH/H2O solution. The catalyst is reusable and could be recycled for several runs without any distinct decrease in its efficiency. A plausible mechanism for this one-pot three components reaction was proposed. Springer Science+Business Media B.V. 2011.

Efficient one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones from aromatic aldehydes and their one-pot oxidation to quinazolin-4(3H)-ones catalyzed by Bi(NO3)3·5H2O: Investigating the role of the catalyst

An efficient and novel synthesis of 2,3-disubstituted 2,3- dihydroquinazolin-4(1H)-ones via one-pot, three-component reaction of isatoic anhydride, primary amines and aromatic aldehydes catalyzed by Bi(NO 3)3·5H2O under so

One-pot synthesis of 2,3-disubstituted-2,3-dihydroquinazolin-4(1H)-ones using [Hmim][NO3]: An eco-friendly protocol

An efficient method for the synthesis of a series of 2,3-disubstituted-2,3- dihydroquinazolin-4(1H)-ones is described via one-pot condensation reaction of isatoic anhydride, aryl aldehydes, and primary amines using a Bronsted acidic ionic liquid, [Hmim][N