303141-37-9

Upstream product

• 28144-70-9 anthranilic acid amide 
• 4748-78-1 4-ethylbenzylaldehyde 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 59455-96-8 2-(4-ethylphenyl)quinazoline-4(3H)-one 

Relevant academic research and scientific papers

Potential anti-proliferative agents from 1,4-benzoxazinone-quinazolin-4(3H)-one templates

A novel synthetic protocol has been developed for the synthesis of 1,4-benzoxazinone-acetylphenylallyl quinazolin-4(3H)-one hybrids 7a–n by employing Pd-catalyzed C[sbnd]H arylation in presence of 5–10% phosphine ligand in good to excellent yields and evaluated for their anti-proliferative activity against three cancer cell lines such as A549 (lung), HeLa (cervical), MDA-MB-231 (breast). Compounds 7d, 7f, 7l and 7n exhibited promising anti-proliferative activity with GI50 values ranging from 0.37 to 2.73 μM respectively against A549, HeLa, and MDA-MB-231, while compound 7f showed significant activity against MDA-MB-231 with GI50 value 0.58 μM, 7j showed significant activity against A549 with GI50 value 0.32 μM and 7l showed significant activity against HeLa with GI50 value 0.37 μM. This is the first report on the synthesis and in vitro anti-proliferative evaluation of 1,4-benzoxazinone-acetylphenylallyl quinazolin-4(3H)-one hybrids.

Confinement-Driven Enantioselectivity in 3D Porous Chiral Covalent Organic Frameworks

3D covalent organic frameworks (COFs) with well-defined porous channels are shown to be capable of inducing chiral molecular catalysts from non-enantioselective to highly enantioselective in catalyzing organic transformations. By condensations of a tetrahedral tetraamine and two linear dialdehydes derived from enantiopure 1,1′-binaphthol (BINOL), two chiral 3D COFs with a 9-fold or 11-fold interpenetrated diamondoid framework are prepared. Enhanced Br?nsted acidity was observed for the chiral BINOL units that are uniformly distributed within the tubular channels compared to the non-immobilized acids. This facilitates the Br?nsted acid catalysis of cyclocondensation of aldehydes and anthranilamides to produce 2,3-dihydroquinazolinones. DFT calculations show the COF catalyst provides preferential secondary interactions between the substrate and framework to induce enantioselectivities that are not achievable in homogeneous systems.

Cerous methanesulfonate catalyzed facile synthesis of 2-substituted-2,3- dihydro-4(1h)-quinazolinones by grinding technique

2-Substituted-2,3-dihydro-4(1H)-quinazolinones were synthesized in high to excellent yields through direct cyclocondensation of 2-anthranilamide with aldehydes or ketones in the presence of a recyclable cerous methanesulfonate by grinding technique under aqueous conditions.

Tandem synthesis of 2,3-dihydroquinazolin-4(1H)-ones on grinding under solvent-free conditions

Citric acid promoted synthesis of a mini-library 2,3-dihydroquinazolin- 4(1H)-ones with good to excellent yields is achieved by tandem reaction of anthranilamides (or anthranilhydrazides) with aldehydes on grinding at room temperature under solvent-free conditions. This method has notable advantages in terms of simple workup, short reaction time, cost-effective, and environmentally benign. Copyright

Cyanuric chloride catalyzed mild protocol for synthesis of biologically active dihydro/spiro quinazolinones and quinazolinone-glycoconjugates

We have developed an efficient cyanuric chloride (2,4,6-trichloro-1,3,5- triazine, TCT) catalyzed approach for the synthesis of 2,3-dihydroquinazolin- 4(1H)-one (3a-3x), 2-spiroquinazolinone (5, 7), and glycoconjugates of 2,3-dihydroquinazolin-4(1H)-one (10a, 10b) derivatives. The reaction allows rapid cyclization (8-20 min) with 10 mol % cyanuric chloride to give skeletal complexity in good to excellent yield. We believe that this novel procedure may open the door for the easy generation of new and bioactive quinazolinones.