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Methyl 2-Bromothiazole-4-Carboxylate

    • Product Name Methyl 2-Bromothiazole-4-Carboxylate
    • Alias Methyl 4-carbethoxy-2-bromothiazole
    • Einecs 841-049-6
    • 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

    441391

    Product Name Methyl 2-Bromothiazole-4-Carboxylate
    Cas Number 118743-39-6
    Molecular Formula C5H4BrNO2S
    Molecular Weight 222.06 g/mol
    Appearance Off-white to light yellow solid
    Purity Typically ≥98%
    Melting Point 85-89°C
    Solubility Soluble in organic solvents such as DMSO and DMF
    Smiles COC(=O)c1csc(n1)Br
    Synonyms Methyl 2-bromo-1,3-thiazole-4-carboxylate
    Storage Temperature Store at 2-8°C
    Inchi InChI=1S/C5H4BrNO2S/c1-9-5(8)3-2-10-4(6)7-3/h2H,1H3

    As an accredited Methyl 2-Bromothiazole-4-Carboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Methyl 2-Bromothiazole-4-Carboxylate, 5g: Supplied in a sealed amber glass vial with tamper-evident cap and printed label for identification.
    Shipping **Shipping Description:** Methyl 2-Bromothiazole-4-Carboxylate is shipped in sealed, chemical-resistant containers under ambient conditions. Handle with care—avoid exposure to moisture and direct sunlight. Classified as a hazardous material; shipping must comply with local and international regulations for the transport of chemicals. Ensure correct labeling and include appropriate safety documentation.
    Storage Methyl 2-Bromothiazole-4-Carboxylate should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area, away from direct sunlight and incompatible substances such as strong oxidizers. Store at room temperature and avoid moisture. Use appropriate personal protective equipment when handling, and clearly label the storage container to prevent accidental misuse or contamination.
    Application of Methyl 2-Bromothiazole-4-Carboxylate

    Applications of Methyl 2-Bromothiazole-4-Carboxylate in Industrial Manufacturing

    Methyl 2-Bromothiazole-4-Carboxylate serves as a high-purity intermediate for specialized synthesis across several chemical and pharmaceutical sectors. As a primary producer, we supply this raw material for advanced applications requiring strict process control, reliable compliance, and consistent quality. Below, we outline direct industrial usage scenarios based on actual downstream segments.

    1. Active Pharmaceutical Ingredient (API) Synthesis

    Major pharmaceutical manufacturers employ this compound for constructing thiazole-based scaffolds in API synthesis, particularly in anti-infective and central nervous system (CNS) agents. Its brominated ring allows for precise nucleophilic substitutions and coupling reactions. Manufacturers optimize batch ratios based on target molecule yield and regulatory concentration restrictions. Integration typically occurs at the initial heterocycle functionalization step after bulk raw sourcing, with the final output progressing to clinical candidate or registered drug substances.

    Industry compliance standards

    • ICH Q7 GMP Guidance for APIs
    • US FDA 21 CFR Part 211 (Finished Pharmaceuticals)
    • EU EudraLex Volume 4 for GMP
    • USP and Ph. Eur. impurity requirements for intermediates

    Typical usage ratio

    • 0.5–2.0 molar equivalents relative to primary amine or nucleophile
    • Adjustments based on targeted yield, stoichiometry, and downstream impurity profiles

    Downstream process integration

    • Introduced in the early stage of process route as a key starting material
    • Undergoes halogen-metal exchange or Suzuki coupling for thiazole core modification
    • Purified by chromatographic methods to support low-impurity API synthesis
    • Processed under nitrogen or inert atmosphere to avoid oxydative degradation

    Final product types

    • Small-molecule anti-infective agents (antivirals, antibiotics)
    • CNS drug candidates with thiazole substructure
    • Regulatory-submitted bulk drug substances
    • Preclinical and clinical-stage active pharmaceutical ingredients

    2. Agrochemical Intermediate Manufacturing

    Agrochemical companies utilize this thiazole derivative for assembling bioactive pesticide and herbicide molecules. Its brominated site is favored for further functionalization, such as alkylation or amination, leading to compounds active against fungi and insects. Typical usage ranges depend on molecular architecture, with process engineers configuring batch volumes to balance cost and regulatory constraints. The substance enters at the thiazole core-building stage, undergoing further derivatization and purification before formulating the active ingredient.

    Industry compliance standards

    • FAO/WHO Codex Alimentarius for Pesticide Residues
    • OECD Guidelines for Testing of Chemicals
    • ISO 9001 Quality Management System (Raw material traceability)
    • REACH Registration for Industrial Chemicals (EU)

    Typical usage ratio

    • 1.0–1.5 equivalents per target molecule synthesis
    • Batch scale varies with annual production demand and impurity controls

    Downstream process integration

    • Feeds into initial core condensation for heterocyclic pesticide precursors
    • Employed under controlled temperature for substitution reactions
    • Final isolation by crystallization or solvent extraction to ensure purity and performance
    • Intermediates undergo additional chlorination or esterification steps before formulation

    Final product types

    • Fungicide and bactericide active compounds
    • Thiazole-based herbicidal actives
    • Intermediate isolates for commercial pesticide formulations
    • Crop protection agents registered with international regulatory agencies

    3. Dye and Pigment Intermediate for Specialty Colorants

    Specialized dye manufacturers incorporate this thiazole ester for synthesizing sulfur- and thiazole-containing colorants, particularly in textiles and specialty inks. Its reactive bromine group enables selective substitution, introducing custom chromophores. Technicians maintain precise control over concentration to achieve required hue and performance metrics, adjusting feedstock quantities according to batch size and end use specifications. The intermediate is charged directly into the colorant backbone synthesis, followed by conjugation, isolation, and downstream pigment formulation.

    Industry compliance standards

    • OEKO-TEX Standard 100 (Textile colorant inputs)
    • ISO 9001/14001 for manufacturing process control and environmental impact
    • REACH compliance for dyes and pigments
    • ETAD guidance for pigment traceability and purity

    Typical usage ratio

    • 0.3–1.0 equivalents depending on dye structure
    • Tighter specifications for color fastness require lower impurity thresholds and higher purity ratios

    Downstream process integration

    • Entered in chromophore assembly stage for new pigment molecules
    • Functionalization achieved by nucleophilic aromatic substitution or C–N coupling
    • Resulting intermediates filtered, washed, and further processed for final dye application
    • Quality testing includes HPLC and spectrophotometric analysis for batch validation

    Final product types

    • Textile-reactive thiazole dyes
    • Inkjet pigments for specialty printing
    • Custom colorant intermediates for plastics compounding
    • Industrial pigment concentrates for coatings and paints

    4. Fine Chemical Synthesis of Electronic Materials

    Manufacturers of optoelectronic components employ this intermediate in the synthesis of functional thiazole building blocks for OLEDs and organic semiconductors. The bromothiazole segment provides key sites for Suzuki or Stille coupling, facilitating integration into advanced aromatic systems. Batch size and molar ratio depend on panel size and downstream device manufacturing volume. The compound feeds into initial structural assembly, with high-purity standards necessary to prevent device failure from chemical migration or decomposition.

    Industry compliance standards

    • IPC-1752 Material Declaration
    • RoHS Directive (2011/65/EU)
    • JIS Q 9100 (Electronics quality management)
    • ISO 14644 (Clean manufacturing for critical electronic chemicals)

    Typical usage ratio

    • 0.7–1.2 equivalents for cross-coupling reactions in OLED precursor synthesis
    • Ranges adjusted based on downstream performance validation

    Downstream process integration

    • Added during initial monomer backbone assembly for conjugated polymers
    • Processed by palladium-catalyzed cross-coupling
    • Purity monitored by LC-MS and final material subjected to electrical testing
    • Surfaces passivated post-reaction to reduce contamination

    Final product types

    • Monomers for organic light-emitting diodes (OLEDs)
    • Electron-transport layer additives
    • Organic thin-film transistors (OTFT) building blocks
    • Photoconductor precursors for imaging devices

    5. Chemical Research and Custom Molecule Development

    Contract research organizations and laboratory-scale developers select this compound for rapid prototyping of thiazole-modified molecules in medicinal chemistry and advanced materials R&D. Its brominated site supports flexible derivatization using a wide range of palladium-catalyzed and nucleophilic transformations. Researchers scale batch usage according to project requirements and substrate availability, prioritizing reagent grade purity. The material features as a central core in multistep synthesis and is purified and characterized before further modification.

    Industry compliance standards

    • GLP (Good Laboratory Practice) for chemical R&D
    • ISO/IEC 17025 for laboratory analysis and reporting
    • Company-specific MiFID and Chemical Hygiene Plans
    • SDS documentation according to GHS/CLP

    Typical usage ratio

    • 0.1–1.0 equivalents per experimental setup
    • Small-scale adjustments based on target compound complexity and synthetic route

    Downstream process integration

    • Loaded in first synthetic or coupling step for new scaffold generation
    • Purified by flash chromatography or crystallization in preparative scale
    • Analytical validation by NMR, HPLC, and HRMS
    • Unused material stored under desiccated, inert atmosphere to prevent decomposition

    Final product types

    • Thiazole-based lead compound libraries
    • Advanced material prototypes for electronics or catalysis
    • Custom intermediates for high-value rare process targets
    • Non-commercial reference standards for analytical development
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    Certification & Compliance
    More Introduction

    Methyl 2-Bromothiazole-4-Carboxylate: Experience and Insight from the Production Site

    Understanding the Backbone: What Methyl 2-Bromothiazole-4-Carboxylate Is

    Years of hands-on involvement in synthesizing fine chemicals have made certain compounds stand out, and Methyl 2-Bromothiazole-4-Carboxylate is among those with a story. The structure itself—built from a thiazole ring with a bromine at the 2-position and a methyl ester at the 4-carboxylate—carries structural features that bridge the gap between standard intermediates and the more specialized building blocks sought by leading research teams. The model used in-house—conformed to a purity over 98% by HPLC—arose directly out of feedback from medicinal chemistry customers asking for reaction-ready thiazole building blocks. Every batch runs through successive crystallizations, followed by drying under vacuum to control for trace byproducts, including unreacted starting bromides or methyl esters.

    Production Choices Impacting Quality

    Over time, chemists on production lines notice subtle shifts in output quality that can arise from the smallest deviations—choice of solvent, temperature gradients in the reactor, and even the age of starting materials. Knowing these details determines whether a kilogram batch stays consistent, or a small impurity spikes, threatening downstream reactivity. By refining our bromination step to target only the 2-position, and using a chloride-free route, we have been able to keep heavy metal content under tight control, which isn’t always the story elsewhere. In daily practice, this translates into higher yields in customer cyclization reactions and fewer side-product peaks in analysis.

    Applications Growing Out of Reliability

    Pharmaceutical biologists return yearly with requests for more Methyl 2-Bromothiazole-4-Carboxylate, citing its use in crafting kinase inhibitors, anti-infectives, and advanced heterocyclic scaffolds. Agrochemical teams, on their part, use it as a pivotal node for making fungicides and herbicide leads. Over the years, we’ve seen formulations shift as regulatory pressure moves chemistries away from some older building blocks, and this thiazole derivative fills a key synthetic niche. No two customers approach it the same way: medicinal chemists demand low color, absence of residual solvents, and lot-to-lot NMR consistency. Process development calls for bulk uniformity—so our reactors underwent modifications matching their scale-up recipes, avoiding temperature spikes that might trigger overbromination or ester hydrolysis.

    What Sets This Material Apart from Analogues

    Working with real-world processes rather than theoretical purity, several contrasts come to light between Methyl 2-Bromothiazole-4-Carboxylate and standard bromo thiazoles or alternative methyl esters. Substitution patterns matter: a bromine at the 2-position activates the ring for palladium-catalyzed couplings far more efficiently than any other site. Keeping the carboxyl group esterified at the 4-position allows for easy transformation downstream into acids or amide bonds without risking ring opening—a big advantage in recipe flexibility during drug development projects. Some manufacturers sell mixed isomers or underformed esters, leading to irregular reactivity; maintaining the right positional selectivity depends not only on analytical chemistry but on the practical day-to-day running of the reactor. Users who have switched from raw materials of unknown synthetic provenance often cite smoother scale-up from our product, a direct testament to the process controls implemented at every step.

    Addressing Process and Handling Issues

    Any chemist who’s ever handled poorly purified bromo thiazoles remembers the odor and the mess left behind in glassware. Choosing the right crystalline form eliminates lingering reactivity, which means lab workers spend less time on cleanup and more time on productive research. We’ve always leaned heavily on practical lab experience when tweaking our isolation and storage protocols. Air-tight packing and light-resistant containers are not an afterthought—they’re there because we watched batches stored in clear jars lose potency over time under ordinary fluorescent lab lights. Safety teams rely on these protocols; minimizing dust, controlling humidity, and avoiding respiratory inhalation from powders isn’t wishful thinking—one missed step results in a whole drum going off-spec, and those stories travel fast in the chemical production community.

    Market Trends and Shifts: What We See on the Ground

    The demand for thiazole derivatives has shifted away from bulk, low-spec domestically sourced materials to higher-tier, research-grade products over the past five years. Growing intellectual property competition means more attention is paid to traceability and repeatability, and less to lowest-possible-cost sourcing. Drug companies, CROs, and even academic partners want paperwork tracing every drum back to the day it was put on a forklift, not just a COA attached to an invoice. We reorganized production tracking, added batch-by-batch NMR archiving, and implemented a full barcode system for samples, responding to a palpable desire for transparency and reliability. These changes arise because the real users—bench chemists—find value in being able to trace a vial directly to a batch record when a synthetic hiccup occurs.

    Typical Reactions and Transformations

    Chemists make a living from robust reactions, so we test methyl 2-bromothiazole-4-carboxylate in the full range of applications most end-users report. Suzuki and Buchwald couplings represent the lion’s share of transformations; both depend critically on the activation levels at the bromo position, and on the ability of the ester group to ride through strong bases or acids. Each time a customer requests a larger lot, we know these reactions scale smoothly only with a product free from overbrominated side products and high salt content. In our own pilot labs, acid-catalyzed hydrolysis and direct amidation both proceed with consistent yields above 90%—no small feat in a world full of marginal intermediates.

    User-Centric Solutions: Listening and Responding

    Feedback from real customers has shaped this product far more than any internal standard. One big lesson: even minute levels of moisture left in the sample can wreak havoc during scale-up, causing crystallization to stall or unreacted esters to persist. To answer this, investment went into upgrading dryer systems and creating real-time KF titration checkpoints at packaging. Another common struggle—batch clumping—led us to screen a range of anti-caking strategies. We pivoted to time-tested, inert flow aids, only after months of user feedback revealing that other suppliers’ additives contaminated downstream reactions. We try our own material in the same bench-scale vessels as our customers. If there’s a bottleneck, it comes out in our QC reports before material ever reaches shipping.

    Consistency Across Lot Sizes

    Developing a thiazole product that performs the same in a gram-scale research reaction and a 100-kilogram commercial run takes more than just analytic rigor. Early batches, split up for small scale trials, revealed slight inconsistencies in melting point or color due to heat transfer limits in older reactors. After tweaking stirrer speeds and ramp rates, regular temperature mapping across the production vessel became routine. Now, every drum matches the specification agreed on with the leading R&D customers: pale to off-white powder, stable under nitrogen, and able to stand up to weeks in storage before opening. These are not abstract targets—they reflect years spent troubleshooting why a screening campaign faltered mid-protocol, only to discover a trace byproduct left over from an uncontrolled batch.

    Transport and Storage Based on Field Experience

    Practical challenges rarely make it into glossy brochures, but they fill every logistics report. A few summers ago, shipments during a heatwave led to softening and compaction—necessary changes to transport containers followed, using temperature-stable drums and real-time logging. Users need to know a product will arrive as intended, not as a sticky lump or a pile riddled with condensation. Extended shelf-life in the field comes from small choices: powder handling under dry, cool conditions, and avoiding repeated opening of bulk drums. We always pack below the dewpoint for the week of shipping to each target region, based on meteorological data and years of calls from partners who received off-spec product from elsewhere in the past.

    Collaborative Innovation with End Users

    Chemistry does not advance in isolation. Our product’s refinements have emerged more from standing side-by-side with application chemists than from executive meetings. We spend time traveling to customer sites, learning how each lab copes with transfer steps, dissolution, and waste disposal. Problems like needle-clogging in automated systems prompted us to recalibrate sieve fractions, reducing fines without raising dust. Batch records in our plant show direct lines between user complaints and process changes—a transparency mirrored in the open lab notebooks many partners keep on their own benches. It’s these feedback loops that keep the quality high and avoid stalling progress at the critical path in research projects.

    Addressing Regulation and Environmental Responsibility

    Increasingly ambitious regulatory frameworks mean no shortcut exists for responsible production. We stopped using class II solvents and moved to a closed-loop wash system. This change not only satisfies the paperwork but removes real pain points from packing lines and safety audits. Customers downstream have noticed fewer halogenated residues and an easier time getting single bands on their own purification TLCs. Waste minimization is no longer a future goal: solvent recovery and solid waste tracking are built into every workflow around this compound. Each improvement, even if invisible in the final analytical certificate, responds to calls from manufacturers watching both legislative risk and community reputation.

    No Universal Solution—Product Choices Matter

    Some in the industry still argue that all methyl 2-bromothiazole-4-carboxylate must look and perform alike. Our experience says otherwise. Variants made from unrefined starting materials leave behind trouble for analytical teams struggling to explain odd peaks. Material run through outdated reactors brings with it pigments and odors that only multiply during scale-up. Choices made at each synthetic and isolation step bear out months down the development line, when a customer finally puts a kilo on pilot plant scale only to see a process stall or an impurity spike beyond remediation. No theoretical certificate replaces real-world evidence—a lesson learned through supporting troubleshooting in dozens of R&D programs.

    Tailoring the Product to True Research Needs

    Many process chemists know the pain of waking to an email asking for immediate reformulation because the intermediate’s quality drifted batch-to-batch. Our response draws directly from time in the field, confirming that every research group operates a little differently. Some drive reactions through water-sensitive steps, demanding the lowest possible moisture; others need powder that pours without static buildup for automated feeders. By maintaining active communication and delivering targeted batch reports, trust replaces guesswork. The specifications reflect evolving use cases—tightened limits on trace elements, clarity in NMR assignments, and practical feedback that shapes not just the numbers but the handling and processing experience in real labs.

    Looking to the Future—Continuous Improvement

    No chemical product, no matter how well-made today, remains atop industry standards without pressure from its users. As more customers adopt high-throughput screening and automated systems, previously ‘good-enough’ material falls out of favor if it clogs lines or stalls reactions. Regular pilots, in-house and offsite, highlight areas for evolution—crystal habit, flowability, and reactivity profiles never stay stagnant. Vendors who ignore these lessons face a shrinking role in shaping the next advances in medicinal or agrochemical research. Listening, adapting, and taking the regular hits from finicky development protocols keeps production grounded in practical realities, not just specification sheets.

    Conclusion: Practical Excellence in Methyl 2-Bromothiazole-4-Carboxylate

    Any chemist who uses this compound as a key intermediate understands that few shortcuts exist in controllable, reproducible, high-purity thiazole chemistry. Years spent refining every production, isolation, and packing step have built a reliable bridge from original reaction vessels to the hands of scientists. Everything from handling feedback, testing under varied real-world conditions, and investing in true transparency sets this product apart from more generic offerings. The result: seamless scale-up, cleaner reactions, and fewer production headaches for those who count on rock-solid intermediates to move research forward.