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5-Bromo-4-Chloroquinazoline

    • Product Name 5-Bromo-4-Chloroquinazoline
    • Alias 4-Chloro-5-bromoquinazoline
    • Einecs 630-950-8
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
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    Specifications

    HS Code

    634799

    Product Name 5-Bromo-4-Chloroquinazoline
    Cas Number 16185-48-1
    Molecular Formula C8H4BrClN2
    Molecular Weight 243.49 g/mol
    Appearance Off-white to pale yellow solid
    Melting Point 176-179 °C
    Purity Typically ≥ 98%
    Solubility Slightly soluble in DMSO, ethanol, methanol
    Smiles C1=CC2=NC=NC(=C2C=C1Br)Cl
    Inchi InChI=1S/C8H4BrClN2/c9-5-1-2-6-7(3-5)12-4-11-8(6)10/h1-4H
    Storage Conditions Store at room temperature, protected from light and moisture
    Hazard Statements May cause skin and eye irritation

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    More Introduction

    5-Bromo-4-Chloroquinazoline: Precision and Potential in Modern Chemistry

    Exploring the Role of 5-Bromo-4-Chloroquinazoline

    Every chemical compound tells a story that chemists try to read between the lines of its structure. 5-Bromo-4-Chloroquinazoline stands out in this landscape not just for its name or formula, but for its edge in pharmaceutical and materials research. The structure combines bromine and chlorine atoms on a quinazoline ring—a setup that offers more than a straightforward substitution pattern. This subtle difference in elemental placement leads to marked changes in reactivity compared to other quinazoline derivatives.

    In my early years in synthesizing organic compounds, tweaking substituents on aromatic cores was a daily task. Simple swaps—say, replacing a hydrogen with chlorine or bromine—often brought surprises in the way molecules interacted, especially in medicinal chemistry. 5-Bromo-4-Chloroquinazoline keeps surprising chemists because it responds differently in coupling reactions and intermediate formations. Unlike more basic quinazolines, introducing both bromine and chlorine atoms directly changes not just its steric profile, but also its electronic features. This effect can be traced back to their respective positions on the aromatic ring: the bromine at the 5-position and chlorine at the 4-position set the stage for specific interactions that simpler halogenated quinazolines do not offer.

    Chemical Characteristics and Specifications

    From a practical perspective, a pure sample of 5-Bromo-4-Chloroquinazoline takes form as a pale solid: the presence of halogens is difficult to hide even to the untrained eye, since densities and crystallinity shift in their presence. Measuring out such a compound, one appreciates its fine particulate consistency, without the graininess found in heavier, less pure materials. Solubility tells an equally important story—this compound dissolves quickly in common organic solvents like dichloromethane and dimethyl sulfoxide, while taking a bit more coaxing in ethanol or water. In my experience, this property matters when you’re preparing a reaction—any stubbornness during dissolution slows everything down.

    Chemists tracking the purity and content of this quinazoline rely on techniques like NMR spectroscopy and mass spectrometry. Well-prepared 5-Bromo-4-Chloroquinazoline will show a sharp, unmistakable set of peaks, signifying minimal contamination and clear structure. Any subtle deviation warns of unwanted byproducts. Commercial sources aiming for research-grade material usually maintain a minimum purity of 98%, confirmed by HPLC data. These targets are more than numbers—they help avoid side reactions and wasted time in the lab.

    What Sets It Apart from Other Compounds

    Quinazoline scaffolds remain fundamental in creating new drugs, heterocyclic intermediates, and engineered materials. Most chemists start with basic quinazoline, and sometimes swap a hydrogen for a single chlorine or bromine. These simple shifts help in fine-tuning reactivity, but the double-halogen approach used in 5-Bromo-4-Chloroquinazoline unlocks a range of possibilities. In cross-coupling reactions, for example, the careful placement of bromine and chlorine provides a way to direct selectivity. Through my own experience in setting up Suzuki and Buchwald–Hartwig reactions, using a compound like this gives more control—offering two handles, so to speak, for further chemical transformations.

    While working with single-halogen quinazolines, I often ran into issues with uncontrolled reactivity or poor selectivity during downstream reactions. 5-Bromo-4-Chloroquinazoline provided cleaner reactions and higher yields. The bromine atom, slightly more reactive in common coupling strategies, acts as a convenient leaving group. The chlorine, on the other hand, holds its spot unless coaxed with stronger bases or catalysts. This hierarchy allows researchers to sequentially functionalize different positions, leading to more complex, targeted molecules. By contrast, plain 4-chloroquinazoline or 5-bromoquinazoline offer less flexibility. Each only brings a single point of reactivity—chemically handy in some applications, but more limiting when designing multi-step syntheses.

    Usage and Practical Benefits in the Lab

    5-Bromo-4-Chloroquinazoline finds its way into pharmaceutical development, agrochemical research, and material sciences. The molecule’s unique arrangement lends itself to being a building block—a backbone onto which more complex groups can be tacked. In many of the early projects I handled for a pharmaceutical team, we searched for ways to quickly append functional groups onto core scaffolds. This compound always attracted attention, as it allowed for rapid diversification using a single, reliable template.

    Synthetic utility drives most practical interest. In a medicinal chemistry program, for instance, a chemist looking to prepare kinase inhibitors might use this dual-halogen quinazoline as a substrate to make libraries of test compounds. Using palladium-catalyzed coupling, the bromine gets swapped out first. The process is dependable: the bromine leaves with less fuss, due to its larger atomic radius and weaker carbon attachment compared to chlorine. Only after that transformation does the chlorine become available—an opportunity to tack on a different group, at a later phase.

    This difference from both mono-halogenated and non-halogenated quinazolines shapes the time and effort needed in chemical synthesis. Planning a synthetic sequence is a puzzle, but with the power to choose which position to functionalize—first bromine, later chlorine—chemists save hours otherwise spent in making or purchasing more specialized starting materials.

    Comparison with Related Quinazolines

    In academic and R&D labs, the shelves display bottles of 4-chloroquinazoline, 5-bromoquinazoline, and their cousins, each one seeing regular use in different experiments. The single-halogen analogues share a core but handle differently under lab conditions. 4-Chloroquinazoline stands out for oxidative stability, yet it resists substitution in cross-coupling reactions, often demanding higher temperatures and specialized ligands. 5-Bromoquinazoline, on the other hand, reacts faster due to bromine’s properties, but the lack of a second available site for modification locks chemists into a narrow research path.

    5-Bromo-4-Chloroquinazoline solves this dilemma by offering a staged approach. I’ve seen teams transform its bromine “handle” first, introduce a new group there, and then, as needed, activate the chlorine site for further change. The result: a wider array of possible molecules from one starting scaffold. This type of flexibility plays a major role in both speed and cost during any discovery campaign. The dual-halogen pattern effectively doubles the utility while staying on a single ring, reducing the number of steps and intermediates compared to starting from scratch or from less-versatile analogues.

    Impact on Cost and Accessibility

    Sourcing specialty chemicals often becomes a headache, especially in smaller labs or start-up businesses. In my experience, compounds that offer this level of reactivity and fine-tuned performance tend to cost more, reflecting both synthetic complexity and demand. 5-Bromo-4-Chloroquinazoline requires careful handling of reagents during manufacture—the dual halogen introduction is never a straightforward process, often involving temperature control, robust purification strategies, and rigorous safety protocols.

    As a result, the price per gram stands higher than single-halogen cousins, but the investment pays off in the time saved downstream. Fewer steps mean less workup, and fewer opportunities for things to go wrong. In a world where overhead costs dominate R&D budgets, being able to achieve more with one intermediate appeals to research directors and principal investigators alike.

    Bulk availability has improved over the past decade—growth in online chemical marketplaces and more regional suppliers cut down wait times. I remember when ordering required weeks of anticipation and endless emails. Now, researchers receive small quantities within days for screening work, although larger orders (for scale-up) still require advanced planning due to limited throughput from manufacturers.

    Safety, Handling, and Laboratory Experience

    Any new halogenated aromatic compound raises the issue of safety. In my own practice, I pay close attention to how these crystalline substances behave in open air. 5-Bromo-4-Chloroquinazoline does not emit strong odors, but its fine dust drifts easily, making careful weighing and transfer a must. Lab coats and gloves—standard, but not negotiable here. This caution arises out of experience: halogenated quinazolines may not burn the nose or sting the eyes like some pyridines, but accidental spills follow you around with sticky residues on benchtops and balances.

    Product safety data sheets point to moderate toxicity—avoiding ingestion and skin contact is common sense among chemists, but more importantly, proper fume hoods and disposable spatulas prevent repeated exposure over a career. I have not encountered major accident reports involving this compound, but wise practice always leans on minimizing airborne particles and immediate cleanup. I always stress these basics when training new chemists. Safe habits stop problems before they start, and unique molecules like 5-Bromo-4-Chloroquinazoline reinforce the need for vigilance in a world where creativity in synthesis can sometimes outpace lab discipline.

    Environmental and Regulatory Considerations

    Today’s research world cares more about environmental impact than ever. Halogenated organics, in particular, draw scrutiny from oversight agencies and environmental health professionals. The chemical structure of 5-Bromo-4-Chloroquinazoline resists rapid breakdown; brominated and chlorinated rings hang around in soil and waterways longer than simpler compounds, so waste disposal cannot be an afterthought.

    In my own practice, I collect all waste for solvent separation and incineration, documenting volumes and procedures. Labs working with these reagents share a responsibility—not just to make meaningful discoveries, but to avoid contributing to pollutant burdens. Broader chemical research has shifted toward developing pathways that reduce byproducts and cut down chlorinated solvent use, responding both to regulation and the ethical push for green chemistry. While this compound remains a valuable tool, researchers must balance its use against sustainability targets. I see leaders in chemical development shifting toward catalytic methods that employ fewer equivalents, use recycled solvents, and build in closed-loop systems for waste capture. Such approaches cost more upfront but align with institutional mandates and societal expectations for cleaner science.

    Challenges and Possibilities for the Future

    Working with specialty quinazolines, especially those with multiple halogens, sometimes presents synthetic challenges. Stepwise substitutions, side reactions, and purification headaches often mark the chemist’s road to a clean product or useful intermediate. In my experience, nothing replaces the simple satisfaction of watching a reaction proceed directly and cleanly—but with increased reactivity comes a risk of overreaction, leading to waste and frustration.

    Progress requires innovation, both in how these compounds are made and how they can be used. As new catalysts and reaction conditions emerge, chemists continue to find better ways to unlock the potential of 5-Bromo-4-Chloroquinazoline. Biocatalysis, electrochemistry, and photochemical methods all offer fresh possibilities for activating the quinazoline ring with greater selectivity and less ecological impact. The search for better routes never stops. Teams now explore one-pot cascade reactions, reducing waste and time by stringing together multiple transformations without isolating intermediates.

    In the wider context, this compound’s unique profile gives researchers the leverage to tackle unexplored chemical spaces. Pharmaceutical scientists want to improve the selectivity and potency of clinical candidates. Crop scientists push for safer, more effective agrochemicals. Material engineers look for new molecular frameworks to modify polymers or create advanced coatings. Each of these applications demands a molecular toolkit that goes well beyond the basics—something that 5-Bromo-4-Chloroquinazoline can offer.

    Potential Solutions to Current Issues

    A few strategies come to mind for maximizing benefits and minimizing drawbacks with this compound. First, improving in-lab training reduces risk. I’ve found that clear instructions about safe weighing, transfer, and cleanup do more to prevent accidents than any fancy fume hood or glove box. Second, investment in purification technologies, like prep-scale chromatography and in-line spectroscopic monitoring, cuts down time and labor without sacrificing product quality.

    Sourcing ethical and reliable suppliers also shapes day-to-day work. Poorly characterized or impure batches set a whole project back, particularly with a molecule whose every substituted position matters for downstream chemistry. In my consulting work, purchasing relationships with trusted vendors—those who go the extra step in confirming purity—save money and stress in the long run.

    Finally, broader collaboration between industry and academia could speed up the move to more sustainable production and use. Open sharing of best practices, greener protocols, and even waste consolidation efforts stand to make a significant difference over time. Whenever I sit in on round-table discussions between government, private labs, and university partners, I see the power of pooled knowledge and resources: safer chemistry, faster discovery, and a lower environmental footprint.

    Reflections from Experience

    Chemistry keeps changing, and so do the tools of the trade. 5-Bromo-4-Chloroquinazoline may not have the name recognition of blockbuster pharmaceutical ingredients or exotic catalysts, but speaking from years in the lab, it holds up as a workhorse for modern synthesis. It stands as a testament to both the power and challenge of molecular design: one compound, several handles, and a world of possibility built into a single aromatic ring.

    Researchers who work with this compound understand that innovation rarely comes easily. The effort put in—meticulous handling, careful planning, smart sourcing—all translate into real progress later on. As the field presses forward, I expect to see 5-Bromo-4-Chloroquinazoline remain both a staple of chemical research and a signal of where thoughtful preparation meets bold new ideas.