1044499-41-3

Basic information

• Product Name: (R)-2-phenyl-2,3-dihydroquinazolin-4(1H)-one
• Synonyms: (R)-2-phenyl-2,3-dihydroquinazolin-4(1H)-one
• CAS NO: 1044499-41-3
• Molecular Weight: 224.262
• Mol File: 1044499-41-3.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: (R)-2-phenyl-2,3-dihydroquinazolin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-phenyl-2,3-dihydroquinazolin-4(1H)-one(1044499-41-3)
• EPA Substance Registry System: (R)-2-phenyl-2,3-dihydroquinazolin-4(1H)-one(1044499-41-3)

Safety Data

• Hazardous Substances Data: 1044499-41-3(Hazardous Substances Data)

Upstream product

• 121998-76-3 2-phenyl-2,3-dihydro-4(1H)-quinazolinone 
• 100-52-7 benzaldehyde 
• 28144-70-9 anthranilic acid amide 
• 88-05-1 2,4,6-trimethylaniline 
• 118847-62-4 N,N-dimethyl-N'-(phenylmethylene)sulfamide 
• 831225-94-6 N-phenylmethylidene-2,4,6-triisopropylbenzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 95-55-6 2-amino-phenol 
• 62-53-3 aniline 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 538-51-2 benzylidene phenylamine 
• 98837-46-8 P,P-diphenyl-N-(phenylmethylene)phosphinic amide 
• 14674-32-9 N-Benzyliden-3-nitrobenzolsulfonamid 
• 34143-89-0 2,4,6-trimethyl-N-(phenylmethylene)benzenamine 

Relevant articles and documents

Practical catalytic enantioselective synthesis of 2,3-dihydroquin-azolinones by chiral br?nsted acid catalysis

Herein, we report on the highly efficient and practical synthesis of 2,3-dihydroquinazolinones directly from diverse aldehydes with excellent yields and enantioselectivity. Particularly, this protocol affords better enantiocontrol for aliphatic aldehydes

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.

Adamantyl-BINOL as platform for chiral porous polymer aromatic frameworks. Multiple applications as recyclable catalysts

Herein, we report the synthesis of adamantyl-BINOL-based chiral porous aromatic polymers (Ad-BINOL-PAFs) for heterogeneous catalysis. Ad-BINOL-OH-PAF (365 m2·g?1 SABET) was built through the covalent bonds among of 4,4′-dibromo-O-ethyl-protected adamantyl-BINOL with 1,3,5-Triphenylbenzene-4′,4″,4′″-triboronic acid and in the presence of [Ti(OiPr)4] results an effective recyclable catalyst in the asymmetric addition of diethylzinc to aromatic aldehydes (ee up to 88%). The corresponding heterogenized phosphoric acid (Ad-BINOL-PO2H-PAF) was applied as heterogeneous recyclable organocatalyst for the cascade condensation/amine addition of anthranilamide with aldehydes and transfer hydrogenation reactions obtaining high yields but low enantioselectivity. On the other hand, heterogeneous phosphoric acid (Ad-BINOLs-PO2H-PAF) was also used as effective phosphate ligands for synthesis of rhodium(II) complexes which were effective catalysts in cyclopropanation of styrene affording chiral cyclopropanes in good yield and high diastereoselectivity (>99%) and moderate enantioselectivity (ee 50%).