74375-07-8

Upstream product

• 118-48-9 isatoic anhydride 
• 123-11-5 4-methoxy-benzaldehyde 
• 74-89-5 methylamine 

Downstream Products

• 36567-89-2 2-(4-methoxyphenyl)-3-methylquinazolin-4(3Η)-one 

Relevant academic research and scientific papers

Expeditious one-pot and solvent-free synthesis of dihydroquinazolin-4(1H)- ones in the presence of microwaves

Dihydroquinazolin-4(1H)-ones were synthesized for the first time by a novel three-component condensation of isatoic anhydride, a primary amine, and an aldehyde catalyzed by Amberlyst-15 in the presence of microwaves under neat conditions. The catalyst is reusable, thus making the process more environmentally friendly. Copyright Taylor & Francis Group, LLC.

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.]

Efficient synthesis of 2,3-disubstituted-2,3-dihydroquinazolin-4(1H)-ones catalyzed by dodecylbenzenesulfonic acid in aqueous media under ultrasound irradiation

Synthesis of 2,3-disubstituted-2,3-dihydroquinazolin-4(1H)-one derivatives catalyzed by dodecylbenzenesulfonic acid was carried out in 80-92% yields at 40-42 °C within 1-2 h in aqueous media via one-pot three-component condensation of isatoic anhydride, aromatic aldehyde and amine under ultrasound irradiation. Convenient work-up procedures, mild reaction conditions, avoiding the use of organic solvents, and friendly to environment are the salient features of this protocol.

Synthesis of 2,3-dihydroquinazolin-4(1H)-ones by three-component coupling of isatoic anhydride, amines, and aldehydes catalyzed by magnetic Fe 3O4 nanoparticles in water

A simple and efficient protocol for one-pot three-component coupling of isatoic anhydride, amines, and aldehydes in water using magnetically recoverable Fe3O4 nanoparticles is reported. This methodology results in the synthesis of a variety of 2,3-dihydroquinazolin-4(1H)-ones in high yields. The catalyst can be recovered and recycled without a significant loss in the catalytic activity.

One-pot, three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones using p-Toluenesulfonic acid-paraformaldehyde copolymer as an efficient and reusable catalyst

p-Toluenesulfonic acid-paraformaldehyde copolymer (copolymer-PTSA) catalyzes the three-component, one-pot condensation reaction of isatoic anhydride, ammonium salts or aromaticand aliphatic amines, and aldehydes in refluxing ethanol. The catalyst is reusable and could be recycled for several runs without any decrease in its efficiency. Springer-Verlag 2010.

Ionic liquid promoted eco-friendly and efficient synthesis of 2,3-dihydroquinazolin-4(1H)-ones

2,3-Dihydroquinazolin-4(1H)-ones were efficiently synthesised by the reaction of isatoic anhydride, a primary amine or ammonium acetate, and different aromatic aldehydes in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4) without using any acidic catalyst. Also a bis-derivative of the title compound as a polyheterocyclic system was synthesised successfully in high yield.

Water-accelerated synthesis of novel bis-2,3-dihydroquinazolin-4(1H)-one derivatives

Bisdihydroquinazolinones were synthesized for the first time by a novel pseudo five-component condensation of isatoic anhydride, a primary amine, and a dialdehyde in water. Several solvents were examined for this reaction; however, in terms of reaction yield and time, water was found to be the optimum solvent. Georg Thieme Verlag Stuttgart.

One-pot, three-component synthesis of 2,3-dihydro-4(1H)-quinazolinones by montmorillonite K-10 as an efficient and reusable catalyst

A wide range of mono- and disubstituted dihydroquinazolinones were synthesised via condensation of isatoic anhydride, primary amines, or ammonium salts with aromatic aldehydes in the presence of montmorillonite K-10. The catalyst is reusable and could be recycled for several runs without any decrease in its efficiency. Copyright Taylor & Francis Group, LLC.

A novel method for the one-pot three-component synthesis of 2,3-dihydroquinazolin-4(1H)-ones

One-pot three-component condensation of isatoic anhydride with primary amines or ammonium carbonate and aromatic aldehydes in refluxing ethanol in the presence of catalytic amounts of silica sulfuric acid afforded the corresponding 2,3-dihydroquinazolin-4(1H)-ones in high yields. The catalyst is reusable and can be applied several times without any decrease in product yield.

Efficient synthesis of mono- and disubstituted 2,3-dihydroquinazolin-4(1H)- ones using KAl(SO4)2·12H2O as a reusable catalyst in water and ethanol

KAl(SO4)2·12H2O was found to catalyze efficiently a one-pot three-component cyclocondensation of isatoic anhydride and primary amines or ammonia sources such as (NH4) 2CO3, NH4OAc and NH4Cl with aromatic aldehydes under mild conditions to afford the corresponding mono- and disubstituted 2,3-dihydroquinazolin-4(1H)-ones in good yields.