34637-84-8

Upstream product

• 90-02-8 salicylaldehyde 
• 28144-70-9 anthranilic acid amide 
• 1885-29-6 anthranilic acid nitrile 
• 612-24-8 o-nitrobenzonitrile 
• 35717-70-5 N-salicyliden-anthranilic acid amide 
• 118-48-9 isatoic anhydride 

Downstream Products

• 1026-04-6 2-(2'-hydroxyphenyl)-4-(3H)-quinazolinone 

Relevant academic research and scientific papers

Yttrium nitrate catalyzed synthesis, photophysical study, and TD-DFT calculation of 2,3-dihydroquinazolin-4(1H)-ones

We have developed an efficient method of the synthesis of 2,3-dihydroquinazolin-4(1H)-one (DHQ) using yttrium nitrate catalyst at room temperature. The synthetic method is simple, convenient, and easy product isolation. Best results obtained in CH3CN, DMF, or water. The synthesized DHQ derivatives are found to be good fluorophores, and their characteristic photoluminescence properties are measured. Absorption and emission spectra of DHQ derivatives were recorded in CH3CN. Calculated emission and absorption bands are in excellent agreement with experimentally observed values.

β-Cyclodextrin: A supramolecular catalyst for metal-free approach towards the synthesis of 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1 H)-one

β-Cyclodextrin, a green and widespread supramolecular catalyst, has been explored as a highly proficient promoter for the metal-free one-pot multi-component synthesis of a vast range of highly functionalized bioactive heterocyclic moiety, 2-amino-4,6-diphenylnicotinonitriles and 2,3-dihydroquinazolin-4(1H)-one, from easily available precursor aldehydes. The main endeavor of these protocols is to explore this organic supramolecule in one-pot multi-component synthesis. Absence of metal catalyst or toxic acid and harsh reaction conditions, excellent functional group tolerance, inexpensive, greener and environmentally safe protocol are the key advantages of this work.

Copper-Catalyzed One-Pot Synthesis of 2,3-Dihydroquinazolin-4(1 H)-ones from 2-Nitrobenzonitriles and Carbonyl Compounds Mediated by Diboronic Acid in Methanol-Water

A copper-catalyzed one-pot synthesis of 2,3-dihydroquinazolin-4(1 H)-ones with diboronic acid as a reductant in an aqueous medium is described. Various 2,3-dihydroquinazolin-4(1 H)-ones were prepared with good functional-group tolerance in good yields under mild conditions from readily available 2-nitrobenzonitriles and various carbonyl compounds.

Synthesis of pyrazol-quinazolinones and 2,3-dihydroquinazolin-4(1H)-ones using CoAl2O4 nanoparticles as heterogeneous catalyst

Abstract: The preparation and characterization of cobalt aluminate (CoAl2O4) magnetic nanoparticles and its application as a catalyst for the synthesis of a novel class of pyrazol-quinazolinones and 2,3-dihydroquinazolin-4(1H)-ones is described. The structure of the catalyst was studied by Fourier transform infrared spectroscopy, transmission electron microscopy, X-ray diffraction, and vibrating sample magnetometer analysis. The resulting cobalt aluminate (CoAl2O4) was an efficient catalyst and affords the desired products in good to excellent yields. Moreover, the catalyst could be easily recovered by magnetic separation and recycled for four times without significant loss of its catalytic activity. Graphic abstract: 2,3-Dihydroquinazolin-4(1H)-ones and a novel class of pyrazol-quinazolinones were synthesized through one-pot condensation reaction of isatoic anhydride, aromatic aldehydes, and amines using CoAl2O4 as nanoparticle heterogeneous catalyst in refluxing ethanol.[Figure not available: see fulltext.].

Facile and efficient protocols for C–C and C–N bond formation reactions using a superparamagnetic palladium complex as reusable catalyst

Abstract: Facile and efficient protocols for some multicomponent coupling reactions such as the Suzuki reaction and synthesis of polyhydroquinoline and 2,3-dihydroquinazoline-4-(1H)-one derivatives using a superparamagnetic palladium complex as catalyst have been developed. Graphical abstract: [Figure not available: see fulltext.].

CoFe2O4@SiO2-CPTES-Guanidine-Cu(II): A novel and reusable nanocatalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones and polyhydroquinolines and oxidation of sulfides

CoFe2O4@SiO2-CPTES-Guanidine-Cu(II) magnetic nanoparticles were synthesized and used as a new, inexpensive and efficient heterogeneous catalyst for the synthesis of polyhydroquinolines and 2,3-dihydroquinazoline-4(1H)-ones and for the oxidation of sulfides. The structure of this nanocatalyst was characterized using Fourier transform infrared spectroscopy, scanning electron microscopy, energy-dispersive X-ray spectroscopy, vibrating sample magnetometry, thermogravimetric analysis, X-ray diffraction and inductively coupled plasma optical emission spectrometry. Simple preparation, high catalytic activity, simple operation, high yields, use of green solvents, easy magnetic separation and reusability of the catalyst are some of the advantages of this protocol.

Silica sulfuric acid-coated Fe3O4 nanoparticles as a highly efficient and reusable solid acid catalyst for the green synthesis of 2, 3-dihydroquinazolin-4(1H)-ones under solvent-free conditions

An efficient and eco-friendly procedure for the synthesis of 2, 3-dihydroquinazolin-4(1H)- ones and spiroquinazolinones in the presence of sulfuric acid functionalized silica-coated magnetite nanoparticles under solvent-free conditions has been described. The reactions are completed in short times, and the products are obtained in high isolated yields without any undesirable side reaction. This method has several advantages, including short reaction time, facile operation, easy work-up, ecofriendly reaction conditions, high isolated yields, and reusability of the catalyst. The catalyst could be easily separated and recovered from the reaction mixture by an external magnet and reused in subsequent reactions with no considerable loss in activity.

Sulfated polyborate: mild, efficient and eco-friendly catalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones

Abstract: An efficient, inexpensive and recyclable sulfated polyborate catalyst was applied in a three-component, one-pot cyclocondensation of isatoic anhydride, aldehydes and ammonium acetate/amines to afford the corresponding 2,3-dihydroquinazolin-4(1H)-ones. The key advantages of the present method are high yields, short reaction time, easy workup, recyclability of catalyst and ability to tolerate a variety of functional groups which gives economical as well as ecological rewards. Graphical Abstract: [Figure not available: see fulltext.].

Synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by α-chymotrypsin

We discovered that α-chymotrypsin has a promiscuous ability to catalyze the cyclocondensation of aromatic and aliphatic aldehydes with 2-aminobenzamides to afford the corresponding 2,3-dihydroquinazolin-4(1H)-ones successfully in high yields (90%–98%) under alcohol solvent. The catalytic activity of α-chymotrypsin was evaluated through investigating the temperature, the enzyme loading and the ratio of substrates in the enzyme-catalyzed reactions. The present method proves to be efficient and environmentally friendly in terms of short reaction time, high yield, green catalyst and the clean products obtained without further purification processes.

Facile method for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by SiO2–H3PW12O40 in water

The 12-tungstophosphoric acid supported on silica gel (PW/SiO2) exhibits excellent activity in the synthesis of 2,3-dihydroquinazolin-4(1H)-ones by cyclocondensation reaction of 2-aminobenzamide with carbonyl compounds in water under reflux conditions. The desired products have been obtained in short reaction times in high yields. Our method has been successfully applied for both aldehydes and ketones (aromatic and aliphatic). Easy recovery and reusable catalyst, easy work-up and avoidance of using harmful organic solvents are the major advantages of our method in comparison to existing methods.