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Methyl 2-Bromothiazole-5-Carboxylate

    • Product Name Methyl 2-Bromothiazole-5-Carboxylate
    • Alias Methyl 2-bromo-5-thiazolecarboxylate
    • Einecs 841-427-7
    • 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

    493934

    Chemical Name Methyl 2-Bromothiazole-5-Carboxylate
    Cas Number 89878-14-8
    Molecular Formula C5H4BrNO2S
    Molecular Weight 222.06
    Appearance Pale yellow to brown solid
    Purity Typically ≥97%
    Melting Point 64-68°C
    Solubility Soluble in common organic solvents like DMSO, DMF
    Smiles COC(=O)C1=CN=CS1Br
    Inchi InChI=1S/C5H4BrNO2S/c1-9-5(8)3-2-7-4(6)10-3/h2H,1H3
    Storage Conditions Store at 2-8°C, protected from light
    Synonyms Methyl 2-bromo-1,3-thiazole-5-carboxylate
    Hazard Classification May cause skin and eye irritation

    As an accredited Methyl 2-Bromothiazole-5-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-5-Carboxylate, 5 grams, supplied in a sealed amber glass vial with tamper-evident cap and product label.
    Shipping Methyl 2-Bromothiazole-5-Carboxylate should be shipped in tightly sealed containers, protected from light, moisture, and incompatible substances. Transport must comply with applicable chemical safety regulations, including appropriate hazard labeling and documentation. Use cushioning and absorbent materials to prevent leaks or spills, and ensure the package is clearly labeled for laboratory or research use only.
    Storage Methyl 2-Bromothiazole-5-Carboxylate should be stored in a tightly closed container, in a cool, dry, and well-ventilated area, away from direct sunlight and sources of ignition. Keep it away from incompatible substances such as strong oxidizing agents. Store at room temperature (15-25°C). Ensure proper labeling and access for authorized personnel only. Use appropriate personal protective equipment when handling.
    Application of Methyl 2-Bromothiazole-5-Carboxylate

    Applications of Methyl 2-Bromothiazole-5-Carboxylate in Industrial Manufacturing

    Methyl 2-Bromothiazole-5-Carboxylate serves as a highly specialized intermediate, essential in tightly regulated chemical synthesis routes. The following sections detail its verified application scenarios across advanced industrial fields, with each use case specifying recognized compliance standards, dosing range, distinct process integration steps, and the nature of final downstream products.

    1. Advanced Pharmaceutical Intermediate Synthesis

    Our material is integral to the construction of thiazole-based core fragments during the development of select active pharmaceutical ingredients (APIs), especially within the realm of novel anti-infectives and oncology drug projects. Manufacturers introduce this compound at the heterocyclic assembly stage to enable targeted transformations, such as regioselective nucleophilic substitutions or catalytic cross-coupling, which supports the strict purity requirements mandated for final API registration. The industrial scale-up of these molecules requires every batch of this intermediate to comply fully with the necessary documentation and traceability standards.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) relevant monographs (for intermediates and residual solvents)
    • US FDA 21 CFR Part 211 for cGMP (intermediate control)
    • DMF (Drug Master File) support for API dossiers

    Typical usage ratio

    • Typically 0.1–0.5 molar equivalents relative to target core, adjusted via route optimization based on desired substitution yield and impurity profile monitoring

    Downstream process integration

    • Introduced after the initial amide coupling or halogenation sequence, used as a precursor for Suzuki–Miyaura, Buchwald–Hartwig, or Stille cross-coupling reactions in pilot and commercial scale reactors

    Final product types

    • Pharmaceutical APIs such as thiazole-based kinase inhibitors and anti-microbial agents (small molecules)
    • Key building blocks for regulatory preclinical compound libraries

    2. Agrochemical Active Ingredient Synthesis

    This compound acts as a vital skeleton introducer during the synthesis of advanced crop protection agents, particularly within the group of thiazole-derived fungicides and insecticides. Agrochemical manufacturers rely on the unique reactivity of the bromo functional group to access proprietary protected intermediates during the targeted construction of biologically active molecules, supporting robust structure-activity optimization in accordance with regulatory frameworks for agricultural supply chains.

    Industry compliance standards

    • FAO/WHO Specification for Pesticides (FAO manual)
    • ISO 9001:2015 for production management and batch traceability
    • REACH Regulation (EC) No. 1907/2006 for chemical safety and substance registration in the EU
    • National Agrochemical Control regulations (e.g., China ICAMA, US EPA 40 CFR Part 158)

    Typical usage ratio

    • Dosage typically ranges from 0.15–0.4 parts by weight relative to primary substrate, with adjustments driven by the environmental loading, reaction stoichiometry, and impurity control during scale-up

    Downstream process integration

    • Utilized immediately following the initial heterocycle formation, as an electrophilic building block for oxidative coupling, esterification, or nitro-reduction steps leading to active ingredient crystallization

    Final product types

    • Active technical concentrates for formulated fungicides (thiazole-based), insecticides, and seed treatment agents
    • Intermediates for licensed co-formulant manufacturing

    3. Synthesis of Electronic Chemical Intermediates

    The unique structure supports the synthesis of functional thiazole derivatives required for advanced electronic chemicals, notably in the production of specialty ligands for OLED materials and organic field-effect transistors (OFET). Our clients integrate the compound into custom heteroaromatic scaffolds during fine-tuning of electron mobility and charge carrier properties in thin-film devices, necessitating precise stoichiometric control and low metallic/ionic contamination throughout the process.

    Industry compliance standards

    • IEC 61249-2-21:2017 for base materials in electronic circuits (residual halogen content)
    • RoHS 2011/65/EU (Restriction of Hazardous Substances Directive)
    • QC protocols according to customer’s internal cleanroom Class 1000 (ISO14644-1)
    • Regular third-party heavy metal and solvent residue testing (SGS/BV)

    Typical usage ratio

    • Recommended at 0.2–0.35 molar equivalents, with process adjustments based on the target substitution pattern and required electronic performance in the downstream molecules

    Downstream process integration

    • Applied during the key heterocycle coupling and arylation steps of precursor synthesis for OLED emitters, with purification and automatic crystallizer monitoring

    Final product types

    • Precursor building blocks for OLED display molecules and OFET performance enhancers
    • Specialty organic intermediates for electronic-grade thin films

    4. Development of Specialty Dye and Pigment Intermediates

    Within the specialty dyes sector, this intermediate is crucial for constructing thiazole-based chromophores and colorants, especially those requiring site-selective halogenation for improved color fastness and stability. Manufacturers of high-performance dyes for textiles and leather employ this compound in their core intermediate libraries, where strict assurance of purity and batch-to-batch consistency is enforced by global textile chemical bodies and end-user test protocols.

    Industry compliance standards

    • OEKO-TEX® Standard 100 (harmless chemicals in textiles)
    • REACH Annex XVII/RSL restrictions (prohibited aromatic amines and halogenated compounds)
    • ZDHC Manufacturing Restricted Substances List (MRSL)
    • Internal quality standards for dyestuff grade consistency (ISO 9001:2015 traced)

    Typical usage ratio

    • Ranges from 0.12–0.28 molar equivalents, with proportional adjustments reflecting the chromophore extension step and final shade optimization requirements

    Downstream process integration

    • Introduced immediately post-condensation of aromatic amine cores to enable targeted halogenation or direct cross-coupling for the formation of stable dye precursors

    Final product types

    • Specialty reactive dyes for cellulosic textile applications
    • Intermediate pigment bases for automotive and industrial coatings
    • Chromophores for technical inkjet inks and security printing
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