Production Method 1

86-96-4

872998-61-3

Reaction Conditions

1.1 Reagents: N,N-Dimethylaniline ,  Phosphoric tribromide

Reference

Cascade radical cyclization: Application to the development of novel camptothecin analogs and a short synthesis of luotonin A and its analogs

Tangirala, Raghuram S., 2005, , 66(9),

Production Method 2

86-96-4

872998-61-3

Reaction Conditions

1.1 Reagents: N,N-Dimethylaniline ,  Phosphorus bromide oxide (PBr2O) ;  rt; 4 h, 110 °C

Reference

Evaluation of Quinazoline Analogues as Glucocerebrosidase Inhibitors with Chaperone Activity

Marugan, Juan J.; Zheng, Wei; Motabar, Omid; Southall, Noel; Goldin, Ehud; et al, Journal of Medicinal Chemistry, 2011, 54(4), 1033-1058

Production Method 3

86-96-4

872998-61-3

Reaction Conditions

1.1 Reagents: Phosphoric tribromide ;  rt
1.2 Reagents: N,N-Dimethylaniline ;  rt → 105 °C; 4 h, 105 °C; 105 °C → 0 °C
1.3 Reagents: Water ;  cooled

Reference

Total synthesis of luotonin and a small library of AB-ring substituted analogs by cascade radical annulation of isonitriles

Tangirala, Raghuraman; Antony, Smitha; Agama, Keli; Pommier, Yves; Curran, Dennis P., Synlett, 2005, (18), 2843-2846

2,4-Dibromoquinazoline Raw materials

• Benzoyleneurea

2,4-Dibromoquinazoline Preparation Products

• 2,4-Dibromoquinazoline (872998-61-3)

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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazanaphthalenes Quinazolines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Diazanaphthalenes Benzodiazines Quinazolines

2,4-Dibromoquinazoline (CAS No. 872998-61-3): A Versatile Building Block in Organic Synthesis

2,4-Dibromoquinazoline (CAS No. 872998-61-3) is a highly valuable heterocyclic compound that has gained significant attention in the field of organic chemistry and pharmaceutical research. As a brominated quinazoline derivative, this compound serves as a crucial intermediate for the synthesis of various biologically active molecules and functional materials.

The molecular structure of 2,4-Dibromoquinazoline features a quinazoline core with bromine atoms at the 2 and 4 positions, making it an excellent electrophilic substrate for nucleophilic aromatic substitution reactions. This characteristic has made it particularly useful in medicinal chemistry, where researchers frequently ask questions like "How to modify quinazoline derivatives for drug development?" or "What are the best coupling reactions for brominated heterocycles?"

Recent trends in drug discovery have shown increased interest in quinazoline-based compounds, with many scientists searching for terms like "quinazoline synthesis methods" and "brominated heterocycle applications". The 2,4-Dibromoquinazoline scaffold offers multiple sites for functionalization, allowing for the creation of diverse molecular libraries - a key requirement in modern high-throughput screening approaches.

In material science, 2,4-Dibromoquinazoline has emerged as a promising building block for organic electronic materials. Its ability to participate in cross-coupling reactions makes it valuable for constructing π-conjugated systems, which are essential components in OLEDs and organic semiconductors. Common search queries in this domain include "quinazoline derivatives for optoelectronic applications" and "brominated heterocycles in material science".

The synthetic utility of 2,4-Dibromoquinazoline extends to the preparation of various biologically active compounds. Many researchers are investigating its potential in creating kinase inhibitors, with particular interest in answering questions like "How to design selective kinase inhibitors using quinazoline scaffolds?" The compound's regioselective reactivity allows for sequential modifications, enabling the construction of complex molecular architectures.

From a green chemistry perspective, recent developments have focused on optimizing the synthesis of 2,4-Dibromoquinazoline using more sustainable methods. This aligns with the growing industry trend toward environmentally friendly synthesis, as evidenced by increasing searches for "green synthesis of brominated heterocycles" and "sustainable quinazoline derivatives".

The physicochemical properties of 2,4-Dibromoquinazoline, including its moderate solubility in common organic solvents and thermal stability, make it particularly suitable for various catalytic transformations. These characteristics are frequently discussed in forums addressing "handling brominated quinazolines" and "purification methods for dibromo heterocycles".

In the context of structure-activity relationship (SAR) studies, 2,4-Dibromoquinazoline serves as a versatile template. Medicinal chemists often modify its structure to explore questions like "How does bromine substitution affect biological activity?" or "What are the optimal positions for further functionalization of the quinazoline ring system?"

The commercial availability of 2,4-Dibromoquinazoline has increased significantly in recent years, reflecting its growing importance in both academic and industrial research. Suppliers frequently receive inquiries about "bulk quantities of 2,4-Dibromoquinazoline" and "custom synthesis of brominated quinazoline derivatives", indicating its expanding market demand.

Quality control aspects of 2,4-Dibromoquinazoline are another area of interest, with researchers seeking information on "analytical methods for quinazoline purity determination" and "characterization techniques for brominated heterocycles". Proper handling and storage conditions are also frequently discussed topics in professional circles.

Looking forward, the applications of 2,4-Dibromoquinazoline are expected to expand further, particularly in emerging fields such as bioconjugation chemistry and targeted drug delivery systems. Its unique combination of reactivity and stability positions it as a key player in the development of next-generation therapeutic agents and functional materials.

For researchers working with 2,4-Dibromoquinazoline, understanding its reactivity patterns and synthetic potential is crucial. The compound continues to inspire innovative solutions to complex challenges in organic synthesis and molecular design, making it a subject of ongoing investigation and discussion in the scientific community.

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