107920-18-3

Upstream product

• 118-48-9 isatoic anhydride 
• 123-08-0 4-hydroxy-benzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 1885-29-6 anthranilic acid nitrile 
• 631-61-8 ammonium acetate 

Downstream Products

• 122022-10-0 2,3-dihydro-2-(4-methoxyphenyl)-4(1H)-quinazolinone 
• 1152-07-4 2-(4-methoxyphenyl)-3H-quinazolin-4-one 

Relevant academic research and scientific papers

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.

An expeditious synthesis of 2,3-dihydroquinozoline-4(1H)-ones using graphene-supported sulfonic acid

Graphene-supported sulfonic acid (Gr?SO3H) has been prepared by covalent grafting of (3-mercaptopropyl)trimethoxysilane in the matrix of graphene followed by treatment with sulfuric acid and hydrogen peroxide. Gr?SO3H has been successfully characterized by Fourier transform infrared (FT-IR) spectroscopy, Fourier transform Raman (FT-Raman) spectroscopy, CP-MAS 13C NMR spectroscopy, thermogravimetric analysis (TGA), energy dispersive X-ray analysis (EDX), transmission electron microscopy (TEM), Brunauer-Emmett-Teller (BET) analysis, and X-ray diffractometer (XRD) analysis. Gr?SO3H served as a robust heterogeneous catalyst for the synthesis of bioactive 2,3-dihydroquinazolin-4(1H)-ones from anthranilamide and aryl aldehydes in ethanol. Recyclability experiments were executed successfully for six consecutive runs.

Synthesis of Polyhydroquinoline, 2,3-Dihydroquinazolin-4(1H)-one, Sulfide and Sulfoxide Derivatives Catalyzed by New Copper Complex Supported on MCM-41

Abstract: A simple, efficient and less expensive protocol for the synthesis of Cu(II) immobilized on MCM-41@Serine has been reported. This nanohybrid material was carefully characterized by Fourier transform infrared spectroscopy, scanning electron microscopy, energy-dispersive X-ray spectroscopy, inductively coupled plasma optical emission spectroscopy, X-ray diffraction, TEM, thermal gravimetric analysis, and N2 adsorption and desorption. The obtained nanostructured compound were also employed as a green, efficient, heterogeneous and reusable catalytic system for the synthesis of polyhydroquinoline, 2,3-dihydroquinazolin-4(1H)-one, sulfide and sulfoxide derivatives. High surface area, convenient recovery and reusability for several times without any significant loss of activity, the use of a commercially available, eco-friendly, cheap and chemically stable reagents, good reaction times, simple practical methodology and ease of use all make Cu(II) immobilized on MCM-41@Serine a promising candidate for potential applications in some organic reactions; makes this protocol both attractive and economically viable. Graphical Abstract: MCM-41 nanostructured was prepared via simple and versatile procedure and directly immobilized with a new type of Cu–serine complex. After characterization of this catalyst, the catalytic activity of this nanostructure compound has been investigated for the synthesis of polyhydroquinoline, 2,3-dihydroquinazolin-4(1H)-one, sulfide and sulfoxide derivatives. [Figure not available: see fulltext.].

Synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by succinimide-N-sulfonic acid as a mild and efficient catalyst

A simple, green and environmentally benign procedure was developed for the synthesis of 2,3-dihydro-2-phenylquinazolin-4(1H)-ones using catalytic amounts of succinimide-N-sulfonic acid via the cyclocondensation of 2-aminobenzamide with an aldehyde. The present methodology offers several advantages such as high yields, simple procedure, low cost, short reaction times, mild reaction conditions, and use of a reusable catalyst.

Sulfamic acid immobilized on amino-functionalized magnetic nanoparticles: A new and active magnetically recoverable catalyst for the synthesis of N-heterocyclic compounds

Sulfamic acid immobilized on amino-functionalized magnetic nanoparticles (MNPs/DETA-SA) was successfully fabricated and characterized using various techniques. Diameters of approximately 15?nm for the MNPs/DETA-SA were observed from scanning electron microscopy images. The as-fabricated nanocomposite was applied as an efficient and magnetically reusable catalyst for the synthesis of 2,3-dihydroquinazoline-4(1H)-one and polyhydroquinoline derivatives. All products were obtained in good to excellent yields. Recovery tests confirm that the catalyst can be readily recovered using an external magnet and reused many times without significant loss of its catalytic activity.

Amberlyst-15 mediated synthesis of 2-substituted 2,3-dihydroquinazolin- 4(1H)-ones and their crystal structure analysis

An efficient and clean method has been developed for the synthesis of 2-substituted 2,3-dihydroquinazolin-4(1H)-ones using Amberlyst-15 as a recyclable catalyst. A variety of dihydroquinazolinones were prepared from 2-aminobenzamide and aldehydes under mild conditions in excellent yields. Further structure elaboration of one compound and the crystal structure analysis and hydrogen bonding patterns of the two compounds prepared by using this methodology is presented.

An experimental investigation of substituent effects on the formation of 2,3-dihydroquinazolin-4(1H)-ones: a kinetic study

The effect of different substituents on the kinetics of the reactions between 2-amino-benzamide and some of benzaldehyde derivatives have been spectrally investigated in the presence of formic acid. The proposed mechanism were challenged due to the determination of rate-determining step (RDS) and also, to obtain the general rate law of the reaction. For all substituents, the reactions followed the second-order kinetics and the partial orders of reactions were recognized with respect to each reactant. Electron withdrawing substituents on benzaldehyde ring increased the rate of reaction. Kinetic values (k and Ea) and associated activation parameters (ΔH?, ΔG? and ΔS?) of the reactions were determined. Both the Arrhenius and the Eyring equations were used to calculate activation energy. Comparison of magnitude of and T showed that the reactions were enthalpy controlled. Isokinetic plots for the reactions were plotted and linear relationship between and recognized that relative contribution of enthalpy and entropy to the overall free energy was the same in the reactions.

Praseodymium(iii) anchored on CoFe2O4 MNPs: An efficient heterogeneous magnetic nanocatalyst for one-pot, multi-component domino synthesis of polyhydroquinoline and 2,3-dihydroquinazolin-4(1: H)-one derivatives

In the present study, a facile technique to immobilize praseodymium(iii) complex on the surface of magnetic nanoparticles by using available materials is reported. The prepared samples were characterized by chemical and physical methods such as FTIR, SEM, XRD and EDX and were tested in the synthesis of polyhydroquinoline and 2,3-dihydroquinazolin-4(1H)-one derivatives. It was observed that the yields of the reactions in the presence of the prepared nanocatalyst were good to excellent. More importantly, the use of a recoverable and novel magnetic nanocatalyst in these reactions is the outstanding feature of this protocol.

Synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by zirconium (IV) chloride as a mild and efficient catalyst

2,3-Dihydroquinazolin-4(1H)-ones have been synthesized in the high to excellent yields via condensation of 2-aminobenzamide with aldehydes and ketones in the presence of catalytic amount of ZrCl4 in EtOH at room temperature. Mild reaction conditions, clean reaction media, simple workup and easy purification are advantages of this methodology.

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.