13165-12-3

Upstream product

• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 118-48-9 isatoic anhydride 

Downstream Products

• 21878-28-4 6-chloro-2-(4-methoxyphenyl)-2,3-dihydroquinazolin-4(1H)-one 

Relevant academic research and scientific papers

Aerobic oxidative synthesis of quinazolinones and benzothiazoles in the presence of laccase/DDQ as a bioinspired cooperative catalytic system under mild conditions

The current study applied laccase/DDQ as a bioinspired cooperative catalytic system for the synthesis of quinazolinones (80-95% yield) and benzothiazoles (65-98% yield) using air or O2 as ideal oxidants in aqueous media at ambient temperature. The aerobic oxidative cyclization reactions occur in two steps: (i) chemical cyclization; (ii) chemoenzymatic oxidation. These methods are more environment-friendly, efficient, simple and practical than other reported methods due to the use of O2 as an oxidant, laccase as an eco-friendly biocatalyst, aqueous media as the solvent and free from any toxic transition metal and halide catalysts. Therefore, these methods can be applied in pharmaceutical and other sensitive synthetic procedures.

Efficient one-pot synthesis of 2,3-dihydroquinazoline-4(1H)-ones promoted by FeCl3/neutral Al2O3

2,3-Dihydroquinazolin-4(1H)-one derivatives have been synthesized via one-pot reaction of isatoic anhydride, aromatic aldehyde, and ammonium acetate catalyzed by FeCl3/neutral Al2O3 in tert-butanol under reflux conditions.

Efficient synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by titanium silicon oxide nanopowder in aqueous media

An efficient synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives is accomplished in aqueous media by a three-component reaction of isatoic anhydride, primary amines or ammonium acetate, and aldehydes catalyzed by titanium silicon oxide nanopowder. A variety of 2,3-dihydroquinazolin-4(1H)-one derivatives were synthesized using this methodology in good to excellent yields. The catalyst was recovered and recycled up to four times without significant loss in the catalytic activity.

A practical and green protocol for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones using oxalic acid as organocatalyst

Abstract: An expeditious synthesis of 2,3-dihydroquinazolin-4(1H)-ones in the presence of oxalic acid as an environmentally friendly organocatalyst is reported. The salient features of the protocol are high yields, green reaction profile, shorter reaction times, and simple experimental and work-up procedure. Graphical Abstract: [Figure not available: see fulltext.].

SbCl3 as effective catalyst for the preparation of 2,3-Dihydroquinazolin-4(1H)-ones, spectroscopic investigation and DFT study

A simple and efficient method has been developed for the synthesis of Quinazolines using SbCl3 as a heterogeneous catalysis at room temperature. This method provides a good pathway for the synthesis of 2,3-Dihydroquinazolin-4(1H)-ones derivatives in the terms of excellent yields and short reaction times. Also we studied theoretically and experimentally on 2-phenyl-2,3-dihydroquinazolin-4(1H)-one (PDQ). Using density functional theory (DFT), the tautomerism of PDQ was also studied. Thermal stability of PDQ was studied by thermo gravimetric analysis (TGA). The spectroscopic results and theoretical calculations indicate that the strength of intramolecular hydrogen bonding (IHB) of PDQ is stronger than that in 2-methyl-4-quinolinol (2MQ). The absorption spectra of the PDQ in solvents with different polarity were obtained and the results show that PDQ exists in both keto-amine and enol-imine forms in THF, while it has keto-amine form in other solvents. Theoretical results show that the conductance of the two tautomers (keto-amine and enol-imine) varies greatly, which offers that the potential usage of this molecule is as a molecular device.

PEG-SO3H as eco-friendly polymeric catalyst for the synthesis of 2,3-dihydroquinazolinones in water

A facile, efficient, green, and environmentally benign method is described for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones by direct cyclocondensation of 2-aminobenzamide with aldehydes or ketones in water using PEG-SO3H as an acidic catalyst under room temperature. This new method totally avoids the use of organic acids, toxic or expensive solvents and affording the corresponding product in good to excellent yields in this reaction.

Green protocol for synthesis of 2,3-dihydroquinazolin-4(1H)-ones: lactic acid as catalyst under solvent-free condition

Abstract: In the present work, lactic acid was used as novel, green catalyst for synthesis of 2,3-dihydroquinazolin-4(1H)-one derivatives via two distinct methods, including reaction of 2-aminobenzamide with aldehydes/ketones or isatoic anhydride with ammonium acetate and aldehydes in neat condition at 70?°C. The desired products were obtained in satisfactory yields. Short reaction time, easy workup, and more importantly environmental benignity are the most outstanding advantages of these procedures. Graphical Abstract: [Figure not available: see fulltext.]

Sulfonic acid functionalized Wang resin (Wang-OSO3H) as polymeric acidic catalyst for the eco-friendly synthesis of 2,3-dihydroquinazolin-4(1H)-ones In memory of Dr. K. Anji Reddy, the founder of Dr. Reddy's Laboratories Ltd DRL Communication no.: IPDO IPM-00443

Abstract An efficient and green approach has been developed for the synthesis of 2-substituted 2,3-dihydroquinazolin-4(1H)-ones directly from corresponding substituted aromatic and aliphatic aldehyde and anthranilamide using recyclable polymer supported sulfonic acid catalyst under aqueous conditions. Environmental acceptability, operational simplicity, low cost, excellent functional group compatibility, and high yields are the important features of this protocol.

Efficient Access to 2,3-Dihydroquinazolin-4(1 H)-ones by Environmentally Benign l -Proline Nitrate as Recyclable Catalyst

An l-proline nitrate assisted protocol is described for the construction of 2,3-dihydroquinazolin-4(1H)-ones. The catalyst can be recovered easily and is reusable for at least six cycles without significant loss of catalytic efficiency.

Cellulose-SO3H: An efficient and biodegradable solid acid for the synthesis of quinazolin-4(1H)-ones

The condensation of 2-aminobenzamide with aldehydes or ketones has been achieved using cellulosesulfonic acid under mild reaction conditions to furnish 2,3-dihydroquinazolin-4(1H)-ones in good yields with a high selectivity. The use of biodegradable solid acid catalyst, cellulosesulfonic acid makes this method quite simple, more convenient, and practical. This catalyst was also found to be very active for the synthesis of hydroxyalkylquinazolin-4-ones from cyclic enol ethers.