540466-42-0

Basic information

• Product Name: 2-(4-Bromophenyl)-4-phenylquinazoline
• Synonyms: 2-(4-Bromophenyl)-4-phenylquinazoline
• CAS NO: 540466-42-0
• Molecular Formula: C₂₀H₁₃BrN₂
• Molecular Weight: 361.23462
• Mol File: 540466-42-0.mol

Chemical Properties

• Melting Point: 196 °C
• Boiling Point: 410℃
• Flash Point: 202℃
• Appearance: /
• Density: 1.406
• CAS DataBase Reference: 2-(4-Bromophenyl)-4-phenylquinazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Bromophenyl)-4-phenylquinazoline(540466-42-0)
• EPA Substance Registry System: 2-(4-Bromophenyl)-4-phenylquinazoline(540466-42-0)

Safety Data

• Hazardous Substances Data: 540466-42-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Development:
2-(4-Bromophenyl)-4-phenylquinazoline is used as a precursor in the synthesis of new drugs due to its potential biological and pharmacological properties. Its unique molecular structure allows for the development of compounds that can target specific biological pathways or receptors, offering novel therapeutic options for various diseases and conditions.
Used in Research Studies:
As a reference compound, 2-(4-Bromophenyl)-4-phenylquinazoline is utilized in research to investigate the structure-activity relationships of quinazoline derivatives. This helps researchers understand the impact of specific structural modifications on the compound's biological activity, guiding the design of more effective and selective drugs.
Used in Chemical Synthesis:
2-(4-Bromophenyl)-4-phenylquinazoline serves as an intermediate in the synthesis of other quinazoline-based compounds. Its presence in the molecular structure can influence the reactivity and selectivity of subsequent chemical reactions, enabling the production of a diverse range of quinazoline derivatives with various applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-(4-Bromophenyl)-4-phenylquinazoline is employed as a template for the design and optimization of new drug candidates. Its quinazoline core and substituents can be modified to enhance the compound's potency, selectivity, and pharmacokinetic properties, leading to the development of more effective therapeutic agents.
Used in Drug Discovery:
2-(4-Bromophenyl)-4-phenylquinazoline is utilized in high-throughput screening assays to identify potential drug candidates with desired biological activities. Its presence in compound libraries allows researchers to evaluate its activity against specific targets, such as enzymes, receptors, or cellular pathways, facilitating the discovery of novel therapeutic agents.

Upstream product

• 1013-88-3 Benzophenone imine 
• 586-75-4 4-chlorobenzoyl chloride 
• 1885-29-6 anthranilic acid nitrile 
• 3959-07-7 4-Bromobenzylamine 
• 2835-77-0 (2-aminophenyl)(phenyl)methanone 
• 1122-91-4 4-bromo-benzaldehyde 
• 108-86-1 bromobenzene 
• 106-38-7 para-bromotoluene 
• 119-61-9 benzophenone 
• 1878-68-8 2-(4-bromophenyl)-acetic acid 
• 106-37-6 1.4-dibromobenzene 
• 29874-83-7 2-chloro-4-phenylquinazoline 
• 5467-74-3 4-Bromophenylboronic acid 
• 5439-98-5 2-phenyl-2,3-dihydro-phthalazine-1,4-dione 

Relevant articles and documents

TMSOTf-catalyzed synthesis of substituted quinazolines using hexamethyldisilazane as a nitrogen source under neat and microwave irradiation conditions

In this article, we report an efficient and mild synthetic route for the construction of substituted quinazolines from functionalized 2-aminobenzophenones with various benzaldehydes usingcat. TMSOTf and hexamethyldisilazane (HMDS) under neat, metal-free and microwave irradiation conditions in which gaseous ammonia was formedin situ. This synthetic protocol provided the desired quinazolines with a broad substrate scope in good to excellent yields. Some structures were confirmed by X-ray single-crystal diffraction analysis.

A convenient access to 2,4-disubstituted quinazolines via one-pot three-component reaction under mild conditions?

A new and practical method has been developed for the synthesis of 2,4-disubstituted quinolines via one-pot three-component reaction of o-amino arylketones, aldehydes and ammonium acetate in high yields by using DDQ in CH3CN under mild conditio

An electroluminescent compound and an electroluminescent device comprising the same

The present invention relates to an organic electroluminescent compound represented by chemical formula 1. An organic electroluminescent device comprising the organic electroluminescent compound of the present invention is able to be operated under a lower driving voltage compared to a conventional device with a phosphorescent hast material, and has excellent power efficiency, luminous efficiency, and service life.

Silver(II) oxide-mediated synthesis of 2,4-diarylquinazolines

A single-pot procedure for the synthesis of 2,4-diarylquinazolines is described which involves a silver oxide-mediated C–H activation/C–N bond formation process. The generality of this method with respect to substituent effects is presented along with studies leading to process optimization. Mechanistic investigations provide support for the involvement of radical intermediates in the reaction process.

Palladium-Catalyzed Three-Component Tandem Process: One-Pot Assembly of Quinazolines

The first example of the palladium-catalyzed, three-component tandem reaction of 2-aminobenzonitriles, aldehydes, and arylboronic acids has been developed, providing a new approach for one-pot assembly of diverse quinazolines in moderate to good yields. A noteworthy feature of this method is the tolerance of bromo and iodo groups, which affords versatility for further synthetic manipulations. Preliminary mechanistic experiments indicate that this tandem process involves two possible mechanistic pathways for the formation of quinazolines via catalytic carbopalladation of the cyano group.

Ru(II)-Catalyzed C-H Activation and Annulation Reaction via Carbon-Carbon Triple Bond Cleavage

An unprecedented Ru(II)-catalyzed C-H activation and annulation reaction, which proceeds via C-C triple bond cleavage, is reported. This reaction of 2-phenyldihydrophthalazinediones with alkynes, which works most efficiently in the presence of bidented ligand 1,3-bis(diphenylphosphino)propane, affords good yields of substituted quinazolines.

Compound and application of compound and organic light-emitting device

The invention discloses a compound and application of the compound in preparation of an organic light-emitting device (OLED). The invention further provides an organic light-emitting device, and the device comprises the compound. The compound is provided with an appropriate hole transport center and an electron withdrawing group matched with the hole transport center; the compound used as a phosphorescence host material in the OLED can effectively reduce the working voltage of the organic light-emitting device and improve the luminescence efficiency of the organic light-emitting device.

Pd-Catalyzed tandem reaction of N-(2-cyanoaryl)benzamides with arylboronic acids: synthesis of quinazolines

The synthesis of 2,4-disubstituted quinazolines by a palladium-catalyzed reaction of arylboronic acids with N-(2-cyanoaryl)benzamides has been developed with moderate to excellent yields. The method shows good functional group tolerance. In particular, ha

Copper-Catalyzed Synthesis of Substituted Quinazolines from Benzonitriles and 2-Ethynylanilines via Carbon-Carbon Bond Cleavage Using Molecular Oxygen

A copper-catalyzed process for the synthesis of substituted quinazolines from benzonitriles and 2-ethynylanilines using molecular oxygen (O2) as sole oxidant is described. The mild catalytic system enabled the effective cleavage of the C-C triple bond and construction of new C-N and C-C bonds in one operation. Furthermore, the compound N,N-dimethyl-4-(2-(4-(trifluoromethyl)phenyl)quinazolin-4-yl)aniline (3dj) exhibited obvious aggregation-induced emission phenomenon, and the fluorescence quantum yield (ΦF,film) and lifetime (τfilm) were measured to be 45.5% and 5.8 ns in thin films state, respectively.

Synthesis of Quinazolines via an Iron-Catalyzed Oxidative Amination of N-H Ketimines

An efficient synthesis of quinazolines based on an iron-catalyzed C(sp3)-H oxidation and intramolecular C-N bond formation using tert-BuOOH as the terminal oxidant is described. The reaction of readily available 2-alkylamino benzonitriles with various organometallic reagents led to 2-alkylamino N-H ketimine species. The FeCl2-catalyzed C(sp3)-H oxidation of the alkyl group employing tert-BuOOH followed by intramolecular C-N bond formation and aromatization afforded a wide variety of 2,4-disubstituted quinazolines in good to excellent yields.