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Methyl 2-Amino-5-Bromo-3-Methylbenzoate

    • Product Name Methyl 2-Amino-5-Bromo-3-Methylbenzoate
    • Alias Methyl 2-amino-5-bromo-m-toluate
    • Einecs 629-960-4
    • 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

    277965

    Product Name Methyl 2-Amino-5-Bromo-3-Methylbenzoate
    Cas Number 141613-55-2
    Molecular Formula C9H10BrNO2
    Molecular Weight 244.09 g/mol
    Appearance Off-white to light yellow solid
    Melting Point 103-105°C
    Solubility Soluble in organic solvents like DMSO, methanol
    Purity Typically ≥98%
    Smiles COC(=O)C1=CC(=CC(=C1N)Br)C
    Inchi InChI=1S/C9H10BrNO2/c1-6-4-7(9(12)13-2)3-8(10)5-11-6/h3-5,11H,1-2H3
    Storage Conditions Store at 2-8°C, dry and tightly closed
    Synonyms 2-Amino-5-bromo-3-methylbenzoic acid methyl ester

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    More Introduction

    Discovering Methyl 2-Amino-5-Bromo-3-Methylbenzoate: Applications, Benefits, and What Sets It Apart

    Methyl 2-Amino-5-Bromo-3-Methylbenzoate has become quite notable among research and chemical synthesis professionals looking for precision and performance. This compound, which often appears under the model name “2A5B3MB-M,” continues gaining interest because of its adaptability in molecular building. Having spent a fair share of time in analytical labs and on the product development side, I’ve seen a steady rise in requests to source this product for both targeted pharmaceutical synthesis routes and advanced materials research.

    Structure and Purity: Getting Down to the Essentials

    Folks in the lab need reliable reagents. This compound, with its unique molecular scaffold, brings together halogenation and amination, all mounted on a methyl-substituted benzoate core. The precise arrangement—amino at position 2, bromo at position 5, and methyl at position 3—matters more than people outside the lab might guess. Each functional group represents a handle scientists use to build more complex molecules, and that fine control over reactivity makes this one stand out.

    Sourcing purity in organics can feel like an arms race. Years ago, it was tough to find benzoate derivatives above the 98% purity mark without breaking the bank. Labs battling side reactions and unwanted impurities now look for certificates of analysis and reliable batch-to-batch consistency. Methyl 2-Amino-5-Bromo-3-Methylbenzoate often comes in crystalline form, offering both good stability on the bench and easy handling for scale-up processes. No one wants to troubleshoot unknown peaks on the chromatogram, especially during late-stage intermediate synthesis where time and budgets run thin.

    Why This Compound Finds a Home in Research and Development

    The pharmaceutical sector relies on smart synthetic strategies, and having the right intermediates on hand can dramatically shorten the drug development cycle. Drawing from days spent consulting for startup biotechs, streamlined synthesis matters most, especially given the limited resources smaller outfits face. This benzoate derivative provides chemists with both electron-rich and electron-poor centers, allowing for rapid derivatization through standard or palladium-catalyzed couplings. That means new kinase inhibitors or lead molecules can be assembled with fewer protecting group shuffles.

    It’s not just drug discovery teams that reach for this compound. Materials chemists dream up new organic electronic materials by tweaking aromatic cores just like this one. The bromine atom introduces the right kind of reactivity for Suzuki and similar cross-coupling reactions. It becomes more than a supply list item—it plays a role in the foundation of next-generation OLEDs, photovoltaic materials, or sensor arrays. In both cases, the compound lets researchers try novel substitutions without hours devoted to custom synthesis steps.

    The Details in the Specifications

    Experienced chemists never rely on labels alone. Looking at the details, the compound’s typical molecular weight falls around 258 grams per mole, with a melting point comfortably above room temperature, ensuring it remains solid and manageable during routine work. These specifications support both manual bench-top procedures and automated platforms. Accompanied by NMR and HPLC verifications, users get the security that's hard-earned after trouble with poorly characterized reagents. Since solubility can shift depending on solvent system and substitution, labs appreciate the predictable solubilizing profile—soluble in DMSO, DMF, and often in certain alcohols.

    My most practical memory stems from trouble-shooting a scale-up run where similar compounds kept showing polymorphism issues. Methyl 2-Amino-5-Bromo-3-Methylbenzoate handled the crystallization steps with less fuss, likely because the methyl and amino groups stabilize packing. This translates to reliable storage and measured handling, even where temperature fluctuations might otherwise throw less stable analogs off balance.

    Comparisons: What Makes It Stand Out Among Substituted Benzoates

    It helps to put this compound in context against more common benzoate species. Regular methyl benzoate offers a plain starting point but lacks the rich functionality that sets up more complex transformations. Colleagues in medicinal chemistry sometimes compare 2A5B3MB-M to methyl 2-amino-5-chlorobenzoate or similar halogenated analogs. Chlorine versions find broad use, but the reactivity and selectivity differences brought by bromine often open reaction windows at lower temperatures or with distinct catalyst systems. The 3-methyl substitution, while subtle on paper, rebalances electron density on the ring, giving this compound different reactivity, sometimes skipping side products that can plague unsubstituted or un-methylated routes.

    Those who have worked through the headaches of semi-preparative HPLC purification know that not all benzoates run clean through columns. The balance of hydrophobic and hydrophilic groups here means less tailing on reverse-phase gradients, making downstream handling easier. Fewer purification headaches add up to real time and cost savings, especially when pushing for submission-grade material. Even new graduate students getting their feet wet with amide coupling appreciate having intermediates that don’t clog up longer synthetic pathways with messier impurity profiles.

    The Problem with “Off-The-Shelf” Choices

    Sourcing tailored building blocks always walks the line between budget and precision. Plenty of chemists get their start trying to repurpose catalog reagents, but differences in substitution patterns matter in both outcome and yield. A mentor once shared an adage—every functional group in a synthetic intermediate is a “decision” made for a reason. A simple swap of a methyl for a methoxy or a bromine for a chlorine rarely ends up neutral in the end result. Reactions drift, yield drops, and purification suffers. The broader message: there’s no substitute for fitter molecules when efficiency counts.

    Many alternative building blocks, while cheaper, hit walls in selectivity or leave behind difficult-to-remove residues after cross-coupling. Waste from those reactions doesn’t just hit the bottom line; disposal brings up a whole separate set of headaches. This benzoate’s track record stands out in delivering single, major products after transformation, aligning with green chemistry priorities where atom economy makes a difference.

    Supporting Evidence and Research Community Perspectives

    Publications from the last five years reveal a steady increase in the use of brominated benzoates in both synthetic method development and drug lead exploration. Major journals highlight efforts where this compound or its close analogs serve as the starting point for new amide, urea, or diaryl ether cores—routes prized for both speed and scalability. Data on reaction conversion rates and yields often show this methylated variant outperforming non-methylated or non-brominated versions, likely due to the combined electronic and steric influences.

    OECD Test Guidelines, while not designed for intermediates, point to key physical-chemical properties like melting range and solubility data that let scientists predict handling and environmental persistence. Methyl 2-Amino-5-Bromo-3-Methylbenzoate’s solid-state stability and established decomposition points give regulatory-minded labs confidence in safe processing and storage.

    Addressing Challenges in the Lab: From Small Scale to Pilot Plant

    Scaling up synthesis rarely goes as planned on day one. Subtle differences in reaction kinetics stumble over temperature gradients or mixing profiles as batch size grows. This compound offers a manageable balance, reacting predictably in both round-bottom flasks and kilo-scale reactors. It resists redox hopping during transition-metal catalysis, and the intermediates produced hold up under both acidic and basic washes. Solvent selection, always a tricky piece, becomes less stressful since this benzoate tolerates both polar aprotic and some nonpolar conditions. That kind of flexibility pays dividends, especially during late-night optimization marathons.

    Waste minimization gets more attention now as labs feel the pressure of both regulatory compliance and social responsibility. Compared to less selectively functionalized benzoates, this one leaves behind fewer byproducts and fits better with waste management strategies. The days of pouring unknowns down the drain are long gone, and every bit of hassle you can skip matters both for safety and long-term site sustainability.

    From Academic Research to Commercialization

    The bridge between basic science and market application hinges on the reliability of the starting materials. Academic groups use this compound in exploratory projects, drafting new routes to heterocycles or testing out photoreactive assemblies. They document stepwise changes in chemical behavior made possible by this particular substitution pattern. Commercial outfits, needing kilogram or even ton-scale lots, look at the steadiness of supply chains, availability in bulk, and support from analytical data sheets.

    Intellectual property landscapes also factor in. The introduction of value-added intermediates like methyl 2-amino-5-bromo-3-methylbenzoate enables researchers to file more inventive molecular patents, since the reactivity combinations set new scaffolds apart. In my experience, clients relying on mainstream catalog chemicals sometimes discover overlapping claims, while new intermediates open space to protect novel processes or final compounds.

    Supporting Innovation and Future Directions

    With emerging fields like personalized medicine, there’s growing demand for libraries of tailored small molecules. Combinatorial chemistry programs thrive on reliable intermediates, and methyl 2-amino-5-bromo-3-methylbenzoate plays a key role in generating diverse candidates quickly. If you spend time in collaborative grant meetings (and I’ve chaired a few), this kind of building block often becomes the linchpin for pilot studies—whether in biologically active compound discovery or prototype materials research.

    Some trends suggest future improvements in both sustainability and accessibility of this compound. Advances in green halogenation methods and one-pot synthesis approaches have started to lower the environmental impact of making halogenated benzoates. As these production methods mature, they set a new benchmark for what should be expected of specialty chemicals—reliability in the flask, but with a lower overall ecological footprint. Chemical suppliers who embrace greener synthetic methods win favor from researchers balancing discovery with responsibility.

    Practical Tips for Handling and Integration

    Safe, efficient laboratory practice depends on clear protocols. Most experienced chemists keep a set of guidelines on their bench—documented protocols shaped by hundreds of runs. For methyl 2-amino-5-bromo-3-methylbenzoate, the crystalline powder stays stable in standard glass or high-density polyethylene bottles, ideally stored away from extremes of light and moisture. I recommend calibrating balances regularly and keeping scoops free from cross-contamination, especially when dealing with halogenated organics. Idiomatic wisdom—like never trusting an unlabelled bottle—applies doubly when you’re working with potent aromatic reagents.

    It’s smart to run a short scouting reaction before scaling up unfamiliar steps. This lets you check the behavior of the specific supply batch and get a feel for any quirks in reactivity. Sometimes a subtle color change or minor exotherm tells more than a page of specifications. Document each experimental run—this helps later with troubleshooting and ensures reproducibility for colleagues or collaborators. If a dry atmosphere benefits the reaction, using a Schlenk line or glove box pays off; otherwise, most benchtop setups are sufficient.

    Societal Impacts and Ethical Considerations

    As chemical research moves forward, compounds like methyl 2-amino-5-bromo-3-methylbenzoate serve as tools for real progress in public health and sustainable technology. The stakes include faster drug candidates for rare diseases, or new electronic materials for renewable energy systems. Choices made in sourcing and deploying intermediates ripple beyond the research group—impacting everything from environmental persistence to workplace safety. Among policy makers and watchdog groups, transparent supply chains and evaluated safety data support both regulatory expectations and broader public trust.

    Ethical sourcing and fair access receive more attention as global supply chains grow complex. Leading producers have begun providing more detailed documentation, including trace impurity profiles and access to safety and handling data. These aren’t just checkboxes—they represent a larger commitment to ethical responsibility, and allow scientists to make better-informed decisions. As someone who’s watched the pendulum swing from “anything goes” to “accountability first,” the trend toward openness and stewardship feels overdue but welcome.

    Future Perspectives: Meeting New Needs in Science and Industry

    Demand for advanced intermediates only looks set to grow. Research disciplines continue to cross-pollinate, and chemists needs expand—covering everything from targeted mutations in drug pipelines to next-generation sensors for data-driven worlds. The role played by specialized benzoate derivatives like this compound can’t be overstated. It saves time, sharpens selective synthesis, and opens creative doors where standard reagents fall short.

    Looking forward, supply and sustainability challenges call for closer partnerships between chemical producers, distributors, and the research end-users. No one benefits when quality or transparency suffers. Feedback loops, where researchers relay batch data and suppliers incorporate improvements, will keep pace with new scientific ambitions. As upgrades in process technology roll out, expect greener production, cleaner batches, and expanded data sharing—not just wishful thinking, but real changes already underway in advanced labs worldwide.

    Conclusion: Reliable Building Blocks Drive Innovation

    From years navigating the demands of academic research, industrial chemistry, and regulatory standards, it’s clear that success often rests on the smallest molecular details. Methyl 2-amino-5-bromo-3-methylbenzoate has become a favorite for good reason. Strong performance, unique reactivity, and thoughtful supply support promise smoother projects—freeing up valuable time for breakthroughs that matter. The right building block makes the difference between stalled projects and real scientific momentum, helping labs everywhere push boundaries, responsibly and reliably.