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General Description

2-(morpholin-4-yl)-4-phenylquinazoline is a chemical compound with the molecular formula C20H18N4O. It is a quinazoline derivative, meaning it contains a quinazoline ring structure. The compound also contains a morpholine group, which is a saturated heterocyclic amine. With a phenyl group attached to the quinazoline ring, 2-(morpholin-4-yl)-4-phenylquinazoline exhibits aromatic properties. It has potential applications in medicinal chemistry, as quinazoline derivatives have been studied for their antitumor, antifungal, and antiviral properties. Additionally, the morpholine group in the compound suggests potential biological activity, as morpholine derivatives have been utilized as pharmaceuticals and agrochemicals. Further research into the properties and potential uses of 2-(morpholin-4-yl)-4-phenylquinazoline could reveal its specific biological and pharmacological activities.

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Relevant academic research and scientific papers

Synthesis and Structure-Photophysics Evaluation of 2-N-Amino-quinazolines: Small Molecule Fluorophores for Solution and Solid State

2-N-aminoquinazolines were prepared by consecutive SNAr functionalization. X-ray structures display the nitrogen lone pair of the 2-N-morpholino group in conjugation with the electron deficient quinazoline core and thus representing electronic push-pull systems. 2-N-aminoquinazolines show a positive solvatochromism and are fluorescent in solution and in solid state with quantum yields up to 0.73. Increase in electron donor strength of the 2-amino substituent causes a red-shift of the intramolecular charge transfer (ICT) band (300–400 nm); whereas the photoluminescence emission maxima (350–450 nm) is also red-shifted significantly along with an enhancement in photoluminescence efficiency. HOMO-LUMO energies were estimated by a combination of electrochemical and photophysical methods and correlate well to those obtained by computational methods. ICT properties are theoretically attributed to an excitation to Rydberg-MO in SAC-CI method, which can be interpreted as n-π* excitation. 7-Amino-2-N-morpholino-4-methoxyquinazoline responds to acidic conditions with significant increases in photoluminescence intensity revealing a new turn-on/off fluorescence probe.

A simple and efficient approach for the synthesis of 2-aminated quinazoline derivatives via metal free oxidative annulation

A simple and efficient approach for the synthesis of 2-aminoquinazoline derivatives in moderate to good yields. This reaction employs mild reaction conditions, is metal-free and utilizes readily available starting materials making it a more viable reaction for scale up synthesis and ligand diversity. Notably, this methodology allows for the synthesis of 2-aminoquinazolines using a free amine or cyclic amine enabling structural diversity and good atom economy.

Efficient copper-catalyzed synthesis of 2-amino-4(3h)-quinazolinone and 2-aminoquinazoline derivatives

We have developed a versatile and efficient method for copper-catalyzed synthesis of both 2-amino-4(3H)-quinazolinone and 2-aminoquinazoline derivatives. The protocol uses readily available substituted 2-halobenzoic acids, 2-bromobenzaldehyde, 2-bromophen