80478-02-0

Upstream product

• 104-53-0 3-phenyl-propionaldehyde 
• 612-24-8 o-nitrobenzonitrile 
• 28144-70-9 anthranilic acid amide 
• 118-48-9 isatoic anhydride 

Downstream Products

• 80478-03-1 1,3-diacetyl-2-phenethyl-1,2,3,4-tetrahydroquinazolin-4-one 
• 4765-57-5 2-phenethylquinazolin-4(3Η)-one 

Relevant academic research and scientific papers

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 2,3-dihydroquinazolin-4(1H)-ones in the presence of Fe3O4@nano-cellulose–OPO3H as a bio-based magnetic nanocatalyst

In this research, we have used Fe3O4@nano-cellulose–OPO3H as magnetic bio-based nanocatalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones via condensation of 2-aminobenzamide and different aldehydes. The major advantages of the present methodology are good yields, ecofriendly catalyst, and easy workup.

A Facile Microwave and SnCl2Synthesis of 2,3-Dihydroquinazolin-4(1 H)-ones

An elegantly simple, facile, and robust approach to a scaffold of biological importance, 2,3-dihydroquinazolin-4(1H)-ones, is reported. A catalytic 1 % SnCl2/microwave-mediated approach afforded access to pure material, collected by cooling and filtration after 20-min microwave irradiation at 120°C. A total of 41 analogues were prepared in isolated yields of 17-99 %. This process was highly tolerant of aliphatic, aromatic, heterocyclic, and acyclic aldehydes, but furan, pyrrole, and thiophene aldehyde reactivity correlated with propensity towards electrophilic addition and/or Diels-Alder addition. As a result, thiophene afforded high yields (80 %) whereas pyrrole carboxaldehyde failed to react. With simple cinnamaldehydes, and in the SbCl3-mediated reaction, and with α,β-unsaturated aldehydes the equivalent quinazolin-4(3H)-ones, and not the 2,3-dihydroquinazolin-4(1H)-ones, was favoured.

Probing Carbocatalytic Activity of Carbon Nanodots for the Synthesis of Biologically Active Dihydro/Spiro/Glyco Quinazolinones and Aza-Michael Adducts

Herein, we report the fluorescent carbon dots as an effective and recyclable carbocatalyst for the generation of carbon-heteroatom bond leading to quinazolinone derivatives and aza-Michael adducts under mild reaction conditions. The results establish this nanoscale form of carbon as an alternative carbocatalyst for important acid catalyzed organic transformations. The mild surface acidity of carbon dots imparted by -COOH functionality could effectively catalyze the formation of synthetically challenging spiro/glycoquinazolinones under the present reaction conditions.

Recyclable [Ce(l -Pro) 2 ] 2 (Oxa) used as Heterogeneous Catalyst: One-Pot Synthesis of 2,3-Dihydroquinazolin-4(1 H)-ones in Ethanol

[Ce(l -Pro) 2 ] 2 (Oxa) was used as a recyclable heterogeneous catalyst under mild conditions for the preparation of 2-aryl-2,3-dihydroquinazolin-4(1 H)-one derivatives. The one-pot protocol proceeds in ethanol using anthranilamide with several aldehydes at 50-55 °C. The catalyst can be recycled and reused three cycles without significant loss of catalytic activity.

Method for synthesis of quinazolinone derivative

The invention discloses a method for synthesis of quinazolinone; the method comprises the steps of starting from o-aminobenzamide, taking water as a solvent, carrying out a ring-enlargement reaction with benzaldehyde, to generate a dihydroquinazolinone intermediate, and then under participation of a metal iridium complex, dehydrogenating to obtain the quinazolinone derivative; the reaction shows three remarkable advantages: 1) the reaction is carried out in an aqueous solution so as to reduce use of a large amount of organic solvents, and water is a cheap, green and safe solvent; 2) the reaction avoids use of highly toxic oxidants, so as to avoid damage to the environment; and 3) hydrogen gas generated from the reaction is a by-product, and has no environmental pollution; therefore, the reaction accords with the requirements of green chemistry, and has broad prospects for development.

Metal-free synthesis of quinazolinones without any additives in water

Here we report that an excess amount of aldehyde, in particular, aliphatic aldehyde, without any additives, efficiently facilitates the oxidation of aminal intermediates to quinazolinones in pure water.

Copper-Catalyzed Intramolecular C-C Bond Cleavage to Construct 2-Substituted Quinazolinones

An efficient method for a copper-catalyzed intramolecular C-C bond cleavage to construct 2-substituted quinazolinones has been developed. The C-C bond at the 2-position of 2,2-disubstituted-1,2,3,4-tetrahydroquinazolinone was selectively cleaved by a Cu/air catalytic system. The trend for the cleavage was dependent on the leaving group in the order of: alkyl > methyl > phenyl > substituted aryl. The process described herein provides an explanation for the mechanism of the reaction between substituted 2-halobenzamides and α-substituted arylmethanamines to construct 2-substituted quinazolinones, which were previously reported and limited to the construction of 2-arylquinazolinones. The C-C bond at the 2-position of 2,2-disubstituted-1,2,3,4-tetrahydroquinazolinones was selectively cleaved by a Cu/air catalytic system to construct 2-substituted quinazolinones. The trend for the cleavage of the C-C bond was dependent on the leaving group in the order of: alkyl > methyl > phenyl > substituted aryl.

A concise aqueous phase supramolecular synthesis of 2-phenyl-2,3- dihydroquinazolin-4(1H)-one derivatives

2-Phenyl-2,3-dihydroquinazolin-4(1H)-one derivatives were synthesized for the first time in water under neutral conditions by the reaction of aldehyde, and anthranilamide mediated by β-cyclodextrin in high yields. β-Cyclodextrin can be recovered and reused with a small loss of catalytic activity.

Tandem supramolecular synthesis of substituted 2-aryl-2,3- dihydroquinazolin-4(1H)-ones in the presence of β-cyclodextrin in water

Substituted 2-aryl-2,3-dihydroquinazolin-4(1H)-ones were prepared for the first time in water under neutral conditions by the reaction of aniline, isatoic anhydride, and aldehyde mediated by β-cyclodextrin in good yields. β-Cyclodextrin can be recovered a