For chemists engaged in organic synthesis and drug discovery, understanding the fundamental properties and synthesis routes of key building blocks is crucial. 6-Bromoquinazolin-4-ol (CAS: 32084-59-6) is one such compound, prized for its utility as a versatile intermediate in creating complex molecular architectures. This article delves into its chemical characteristics and common synthetic methodologies, providing valuable insights for R&D professionals seeking to buy or utilize this compound.

Understanding the Chemistry of 6-Bromoquinazolin-4-ol

6-Bromoquinazolin-4-ol is a heterocyclic organic compound belonging to the quinazolinone family. Its structure features a quinazoline ring system with a bromine atom at the 6-position and a hydroxyl group at the 4-position. The presence of these functional groups imparts specific reactivity, making it a valuable synthon. Its molecular formula is C8H5BrN2O, with a molecular weight of approximately 225.04 g/mol. It typically appears as a white to off-white solid powder, with a melting point around 131-132 °C. This solid form facilitates handling and storage in laboratory settings.

The bromine atom on the aromatic ring offers a site for various palladium-catalyzed cross-coupling reactions, such as Suzuki, Sonogashira, and Buchwald-Hartwig couplings, allowing for the introduction of diverse substituents. The hydroxyl group at the 4-position can be further functionalized or serve as a key element in cyclization reactions, contributing to the compound's versatility.

Synthesis Methodologies

Several synthetic routes can be employed to produce 6-Bromoquinazolin-4-ol. One common approach involves the cyclization of appropriately substituted anthranilic acid derivatives. For instance, reactions starting from 2-amino-5-bromobenzoic acid or its derivatives, in conjunction with formamide or formamidine sources, can lead to the formation of the quinazolinone ring system. Microwave-assisted synthesis has also been employed to accelerate these reactions, improving yields and reducing reaction times. Manufacturers often refine these processes for industrial scale-up, ensuring consistent product quality and availability.

A typical synthesis might involve reacting 5-bromo-2-iodobenzoic acid with formamidine hydrochloride in the presence of a catalyst and base in a suitable solvent, followed by purification. The selection of starting materials and reaction conditions is critical for achieving high yields and purity, which is why experienced chemical manufacturers, like NINGBO INNO PHARMCHEM CO.,LTD., invest heavily in process optimization.

R&D Applications and Sourcing

In research and development, 6-Bromoquinazolin-4-ol is extensively used as a building block for exploring new chemical entities, particularly in medicinal chemistry. Its structure is a common motif found in compounds exhibiting a wide range of biological activities. Scientists often purchase this compound to synthesize libraries of related derivatives for high-throughput screening in drug discovery programs. If you are looking to buy 6-Bromoquinazolin-4-ol for your research, ensure you source from a supplier with stringent quality control, guaranteeing the purity and consistency required for reliable experimental results.

NINGBO INNO PHARMCHEM CO.,LTD. is a trusted supplier of 6-Bromoquinazolin-4-ol, offering high-purity material suitable for all your R&D needs. We understand the importance of precise chemical specifications and provide comprehensive documentation to support your research endeavors. Contact us to discuss your requirements and to purchase this essential chemical intermediate.