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2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester

    • Product Name 2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester
    • Alias Ethyl 2-bromo-1,3-benzothiazole-6-carboxylate
    • Einecs 603-226-3
    • 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

    748714

    Product Name 2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester
    Cas Number 3622-78-2
    Molecular Formula C10H8BrNO2S
    Molecular Weight 286.15 g/mol
    Appearance Off-white to light yellow solid
    Purity Typically >98%
    Solubility Soluble in organic solvents like DMSO and ethanol
    Boiling Point Decomposes before boiling
    Storage Conditions Store in a cool, dry place, tightly closed
    Synonyms Ethyl 2-bromo-1,3-benzothiazole-6-carboxylate
    Smiles CCOC(=O)c1ccc2nc(sc2c1)Br
    Inchi InChI=1S/C10H8BrNO2S/c1-2-14-10(13)6-3-4-7-8(5-6)12-9(11)15-7/h3-5H,2H2,1H3

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    More Introduction

    2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester: Shaping Modern Chemistry

    Unpacking the Product

    The name “2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester,” or for short, Ethyl 6-carboxy-2-bromobenzothiazole, has a certain complexity about it. You might look at a chemical like this and wonder where it fits in the world. If you ever stepped into a synthetic chemistry lab or followed the development of organic compounds for pharmaceuticals, specialty materials, or advanced chemical research, the significance of molecules like this comes quickly into focus. I’ve watched scientists reach for reagents like this one when they’re after something precise, something not easily substituted or replaced. The structure alone, marked by the benzothiazole ring with a bromine atom and the ethyl ester moiety, opens up all sorts of pathways for chemical innovation.

    Getting to Know the Chemistry

    Take a closer look: this molecule’s backbone—the thiazole ring fused to a benzene—is not some academic curiosity. Benzothiazole derivatives keep showing up in all sorts of target molecules, stretching from agricultural science to drug candidates seeking clinical trials. Attach a bromine to the second position and an ethyl ester to the sixth; that’s more than a mouthful, but each part plays a role.

    Bromine brings reactivity you simply can’t find in a plain hydrogen substitute. It stands ready for substitutions, allowing for Suzuki couplings and a wide range of other modern reactions. Ask any chemist and they’ll tell you the bromine can act almost like a handle, making this compound attractive for methods that demand selectivity and precision. The ethyl ester group is no filler, either. It lets the molecule take part in transformations you’d need for creating amides, acids, or even more exotic derivatives.

    The details matter. That’s a theme running through all meaningful chemical innovation. In my experience, choosing a molecule like this over a similar one with a different halogen, or swapping out the ester for another protecting group, radically shapes the results. The specificity often makes or breaks the next step in a multistage synthesis.

    Why It Stands Out

    Shift away from the numbers and technical jargon for a moment—the significance of 2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester lies in its blend of selectivity and versatility. Over the years, I’ve watched chemists struggle with bottlenecks where only a certain halogen arrangement or protecting group allowed progress. This molecule fits in those slots, plugging gaps that many other precursors just can’t.

    Compared to simple benzothiazole derivatives, this product’s bromine substituent changes its whole personality. The difference between a chloro, fluoro, and bromo group seems subtle on paper but transforms reactivity in practice. Bromine sits in the optimal spot for many palladium-catalyzed couplings, faster than its chlorinated cousin but easier to handle than iodine-based systems, which are famously unstable and expensive.

    The ethyl ester at the sixth position opens doors closed to carboxylic acids or methyl esters. An ethyl ester brings just enough lipophilicity to manage extraction, yet remains easy to hydrolyze—a balance that looks minor until you realize it can mean the difference between a clean product and a chromatography headache.

    The Value to Research and Industry

    In pharmaceutical research, there’s an adage: you don’t need thousands of new building blocks, but you need the right ones at the right time. This product tends to show up whenever the synthesis of a new kinase inhibitor, pesticide lead, or functional dye requires a functionalized benzothiazole. You can see the results in patent literature, where related molecules mark the start of whole new families of active compounds.

    For anyone thinking about material science, you know the lure of sulfur- and nitrogen-containing heterocycles. Benzothiazole, modified with various functional groups, occupies a crucial role in organic light-emitting diodes (OLEDs), semiconductors, and specialized polymers. I’ve seen project teams choose bromoesters like this because they need a way to link sections of a polymer chain or tune the properties of a thin film with extraordinary accuracy.

    Practical Differences from Other Analogs

    In the real world, small structural changes drive significant shifts in how a chemical behaves. Comparing ethyl esters with methyl or tert-butyl versions, you almost always run into distinct hydrolysis rates, boiling points, and solubility. These aren’t trivia questions; these are the quirks that make or break scale-up. Ethyl esters, in particular, continue to prove reliable in pilot plant settings since they blend a modest hydrolysis rate with manageable volatility.

    The placement of that bromine atom deserves a pause as well. Some think they can get away with using a different isomer, putting bromine at the third or fourth position. It never quite delivers the same results. Regioselectivity in follow-up coupling or addition reactions—the sweet spot of organic synthesis—is highly sensitive to such details. A meta-substituted ring interacts very differently in biological and material contexts than the ortho arrangement found here.

    If you’re concerned about availability or safety, bromo-substituted benzothiazoles have a record that speaks for itself. Chemists have been working with these for decades. The handling protocols are well mapped out, and the entry point into most reaction schemes is already known, reducing both costs and risk compared to less-established synthetic intermediates.

    Handling and Safety Insights

    No serious commentary on a laboratory chemical is complete without addressing how people work with it day to day. Anyone who has ever synthesized or purchased advanced heterocyclic compounds knows there’s a balance between value and hazard. The bromine atom introduces some acute reactivity, which means gloves, goggles, and proper ventilation come standard. Spills require cleanup with plenty of inert absorbent material, followed by responsible disposal. If there’s any point to be made for educators and lab technicians, it’s this: handling this molecule safely comes down to respect for its chemical nature rather than paranoia.

    Proper storage—cool, dry, and away from direct sunlight—keeps the compound stable over months without degradation. Researchers who have let containers sit on the shelf too long have seen the occasional bit of precipitation or discoloration, which almost always traces back to improper handling. Getting these basics right means the product stays consistent for each use, a lesson someone inevitably learns the hard way.

    Ethical Sourcing and Environmental Impact

    Over the years, environmental and ethical concerns with aromatic halides and heterocycles have grown louder. Thankfully, 2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester, like most of its bromo-based relatives, falls in a manageable category, provided manufacturers stick to established waste treatment routes. I’ve seen production lines install additional scrubbing systems and solvent recovery steps. With bromine-containing intermediates, the priorities are clear: limit emissions, capture residues, and maintain compliance with international chemical regulations.

    The starting materials for this compound are relatively common, which cuts down the environmental toll compared to more exotic alternatives. Factories use closed-systems synthesis, which limits worker exposure and minimizes the chances of by-product escape. It’s not green chemistry in the idealized sense, but, compared to handling heavy metals, elemental halogens, or perfluorinated groups, it’s a step forward.

    Making Contributions Beyond the Bench

    The real meaning of a product like 2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester comes in its ability to keep researchers and developers on track toward meaningful goals. Streamlined syntheses cut costs and accelerate drug discovery. Reliable building blocks bring consistency to R&D pipelines. From my perspective, every improvement in ease of synthesis or safety, every fine-tuned property—from solubility to reactivity—gives teams working at the frontier of technology more time to focus on the big questions instead of baby-sitting their reagents.

    Back when I worked closely with medicinal chemists, the choice of starting materials was always a high-stakes decision. A single failed run could cost weeks. Products engineered to be easy to purify and modify, like this one, were always in demand. We’re not talking about a one-use-wonder; chemists keep coming back to these bromo derivatives because they enable project teams to generate hundreds of new compounds from a single intermediate. This agility in research makes the industry more competitive, nimble, and innovative.

    The Role in Drug Discovery and Materials Science

    Drug discovery hinges on the ability to make small structural changes efficiently. 2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester offers a central scaffold for kinase inhibitors, antimicrobial agents, and diagnostic probes. Its bromo group lets researchers quickly introduce new sidechains or aryl groups by standard palladium-catalyzed cross-coupling, a move that’s become essential for structure-activity relationship studies.

    In my experience, this level of modularity is rare. Some compounds lock researchers into a narrow range of chemistry. Here, both the halogen and ester offer entry points for a healthy diversity of modifications. It’s not just about molecule-making; these intermediates show up in screening libraries, helping biologists link chemical structure to biological function without wrestling with long synthetic routes.

    In the realm of materials, stability and processability matter just as much. Polymers, advanced resins, electrical inks—all these industries benefit from reliable intermediates. With the right skill set, engineers can swap out the ester to dial in properties like solubility, film formation, and mechanical strength. Having bromine in the right spot helps tailor electronic properties for next-generation semiconductors or OLEDs.

    Differences from Mass-Market Alternatives

    It can be tempting to think of chemical intermediates as commodity goods, where one benzothiazole derivative replaces another. That reasoning overlooks the hard facts about reactivity and specificity. Ethyl 6-carboxy-2-bromobenzothiazole stands apart mainly because many mass-market options either lack the well-placed bromine or use a carboxylic acid instead of an ester. The acid version has its uses but often triggers side reactions, especially in sensitive couplings. The ethyl ester handles a wider range of transformations before hydrolysis.

    Other products tend to trade speed of reaction for convenience in handling. Chlorinated derivatives lag behind when fast coupling is needed and methyl esters can sometimes be too volatile or hydrophilic for large-scale applications. This product strikes a balance—a middle path backed up by both industrial and academic reports.

    Supporting Evidence and Technical Literature

    Analytical data available in scientific journals supports the case for this intermediate. Spectral characterization—proton and carbon NMR, mass spectrometry, and high-performance liquid chromatography—confirms that the compound’s purity suits advanced research and production. Patents and peer-reviewed articles outlining the utility of bromo and ester-substituted benzothiazoles reinforce the claim that this is more than just another step on a synthetic flowchart. A close reading of recent patent filings in oncology and electronics shows continued reliance on this scaffold.

    Many researchers cite improved yields and cleaner reaction profiles when switching from chloro to bromo analogs. With time and cost pressures mounting in competitive industries, those incremental gains add up. Improved atom economy, shorter work-ups, less chromatography, and a steady supply line—all these practical effects keep this compound in robust demand across continents.

    Solutions to Industry Challenges

    Challenges in the chemical industry do not vanish with one product, but having better building blocks reduces pain points. Efficient intermediates streamline multi-step syntheses. Supply chain logjams get shorter when demand can rely on reproducible output. Safe handling and reliable storage keep teams focused on building things, not troubleshooting. The broader lesson: investing in robust molecular intermediates saves time, cuts waste, and drives real progress.

    I have seen research teams stuck with sluggish reactions and low selectivity until they swap in a better intermediate, such as brominated benzothiazole derivatives. Such a change can break a project out of a rut. Manufacturing efficiency goes up, safety incidents go down, and the risk of failed batches or unexpected by-products drops. This sort of reliability is more than a selling point—it underpins trust between supplier and researcher, and it lets industries fulfill their goals without compromise.

    Embracing Innovation While Respecting the Basics

    Chemistry never stands still. New protocols appear monthly, and priorities shift with each breakthrough in analytics or biological testing. Products like 2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester thrive because they blend consistent engineering with the kind of chemical flexibility today’s industries value. If I’ve learned anything watching scientists puzzle over their synthetic plans, it’s that the true worth of any building block shows up in how many creative new ideas it can support.

    There’s no shortage of alternatives, each with their own quirks and trade-offs. What sets this compound apart is its track record—successfully joining the workbenches of both traditional and high-tech labs, and keeping up with new directions in polymer chemistry, diagnostics, and therapeutics. It’s a privilege to see such groundwork carry forward, building the foundation for products and advances that weren’t on anyone’s horizon a decade ago.

    Informed Purchasing and Responsible Use

    Customers in the modern laboratory world expect more than just purity certificates and technical data sheets. They need context, explanations for why certain compounds work where others fail, and advice on how to get the most value out of each purchase. Purchasing teams want to know how the structure fits their synthesis plans. Researchers ask about by-products, scalability, and compliance. Sustainability teams push for fewer emissions, better waste management, and transparency about sourcing.

    Every purchase sends a message across the supply line—a request for robust, thoughtfully designed molecules that serve a purpose beyond filling catalog pages. This particular ester proves its value by matching real tasks: transforming low-yield routes into productive campaigns, enabling access to diverse chemical spaces, and holding up under industrial scrutiny. The narrative is not about chasing the cheapest option, but about maximizing impact through informed choice and responsible handling.

    Looking Forward

    The field will always push for even safer, more sustainable options. Greener solvents, biocatalytic approaches, and renewable feedstocks continue to expand their role. Yet the pace of discovery demands intermediates that deliver under pressure—they must respond to both environmental demand and the relentless quest for more sophisticated molecules.

    2-Bromobenzothiazole-6-Carboxylic Acid Ethyl Ester, with its unique pairing of reactivity and stability, fits well into this landscape. Its ongoing use in both professional labs and industrial settings does not appear to be slowing. As new challenges emerge—whether from international regulation, customer need, or shifts in research focus—it stands ready to serve as a key step on the path from concept to creation.