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Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate

    • Product Name Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate
    • Alias ETHYL 2-AMINO-4-(4-BROMOPHENYL)THIOPHENE-3-CARBOXYLATE
    • Einecs 689299-06-9
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    473957

    Chemicalname Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate
    Casnumber 328968-36-1
    Molecularformula C13H12BrNO2S
    Molecularweight 326.21
    Appearance Off-white to pale yellow solid
    Purity Typically ≥98%
    Solubility Soluble in DMSO, DMF; slight solubility in methanol and ethanol
    Storagetemperature Store at 2-8°C
    Smiles CCOC(=O)C1=C(N)C(=C(S1)C2=CC=C(C=C2)Br)
    Inchi InChI=1S/C13H12BrNO2S/c1-2-17-13(16)12-10(15)11(18-12)8-3-6-9(14)7-4-8/h3-7H,2,15H2,1H3
    Synonyms Ethyl 2-amino-4-(4-bromophenyl)thiophene-3-carboxylate

    As an accredited Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Sealed amber glass bottle labeled "Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate, 5 grams", with hazard and storage instructions.
    Shipping Ethyl 2-Amino-4-(4-Bromophenyl)-3-thiophenecarboxylate is shipped in tightly sealed containers to prevent moisture exposure and degradation. It is packed according to applicable chemical safety regulations and transported under ambient conditions unless otherwise specified. All packages are clearly labeled with hazard information to ensure safe handling during transit.
    Storage Store Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate in a cool, dry, and well-ventilated area, away from direct sunlight and moisture. Keep the container tightly closed and properly labeled. Store away from incompatible substances such as strong oxidizers and acids. Use secondary containment to prevent spills. Handle under inert atmosphere if the material is sensitive to air or moisture.
    Application of Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate

    Applications of Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate in Industrial Manufacturing

    As a specialized manufacturer of Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate, we supply high-purity material directly to customers operating at different stages of the chemical value chain. This compound stands as a critical intermediate within key segments of the pharmaceutical industry, agrochemical synthesis, specialty dye manufacture, and advanced organic material science. Below, we provide detailed documentation on primary downstream application scenarios, based on established usage in global industries.

    1. Pharmaceutical API Synthesis (Antipsychotic Intermediates)

    API manufacturers utilize Ethyl 2-Amino-4-(4-Bromophenyl)-3-Thiophenecarboxylate as an advanced intermediate in the synthesis pathway of newer-generation antipsychotic medicines. The compound enters amidation or cyclization reactions to construct complex tricyclic frameworks required for high-selectivity CNS-active pharmaceuticals. Pharmaceutical plants select the material for its precise reactivity profile and established conversion yields under standard GMP batch processing environments.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • 21 CFR Part 210/211 (FDA cGMP for Finished Pharmaceuticals)
    • EU GMP EudraLex Volume 4, Part II (APIs)
    • Ph. Eur., USP, JP (where applicable to synthesized APIs)

    Typical usage ratio

    • Mol ratios 1.0–1.2 eq in condensation steps, adjusted by pathway target; mass percentages vary 6–12% of total reaction charge depending on solvent and catalyst selection.

    Downstream process integration

    • Charged during intermediate stage of multi-step synthesis—introduced post-halogenation to establish backbone; coupling proceeds under inert atmosphere using controlled temperature profiles.

    Final product types

    • API intermediates such as benzothiophene-based antipsychotics (e.g., lurasidone intermediates)
    • Related CNS-active pharmaceutical ingredients

    2. Agrochemical Active Ingredient Intermediate

    Agrochemical synthesis facilities capitalize on the aromatic bromine and thiophene moieties of this raw material to construct advanced herbicidal and fungicidal scaffolds. It serves as a nucleophile or electrophile, depending on process sequence, in the formation of core bioactive heterocycles tailored for crop protection compounds. Stringent process controls maintain material integrity throughout high-throughput continuous production schemes.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • FAO Specification for Pesticide Active Substances
    • Chinese National Standard GB 4839 Agrochemical Intermediates
    • REACH registration (EU imported agro intermediates)

    Typical usage ratio

    • Added at 4–8% (w/w) per batch in ring-forming condensation reactions—exact ratio determined by targeted active ingredient yield and plant throughput rate.

    Downstream process integration

    • Fed into stirred-tank reactors directly following halide activation or amidation steps; downstream purification by liquid-liquid extraction prior to subsequent heterocycle formation.

    Final product types

    • Selective fungicide and herbicide active ingredient intermediates (e.g., arylthiophene derivatives)
    • Integrated into pre-emergent crop protection blends and micronization for wettable powders

    3. Advanced Organic Dye Intermediate

    Specialty dye and pigment manufacturers employ this compound as a critical intermediate to introduce both brominated aromatic and amino-thiophene functional groups required in high-performance yellow and orange dyes. The compound enables directed electrophilic substitution during the azo coupling process, enhancing substrate stability for high-temperature textile dyeing applications and UV-resistant pigments.

    Industry compliance standards

    • OEKO-TEX® Standard 100 Annex 6 for dye intermediates
    • REACH Annex XVII (Aromatic Amine Restrictions)
    • ZDHC MRSL V3.1 (Zero Discharge of Hazardous Chemicals List)
    • ISO 9001:2015 in pigment production

    Typical usage ratio

    • Charged at 2–6% (by mass) of total dye intermediate feed, fine-tuned by desired chromatic intensity and solubility parameters of the target dye system.

    Downstream process integration

    • Undergoes controlled diazotization and coupling to form azo or thienyl-based dye cores; usually introduced pre-chlorination, followed by isolation under vacuum drying.

    Final product types

    • Disperse and acid dyes for synthetic fibers
    • High-performance organic pigments for automotive and technical coatings
    • UV-stable pigment dispersions for plastics

    4. OLED and Organic Electronic Materials Precursor

    In the field of organic semiconductors and functional materials, manufacturers of OLED components and field-effect transistors integrate this thiophene-based compound as a precursor in the controlled polymerization of conjugated backbones. Its unique functionalization facilitates tailored optoelectronic characteristics, with material quality attributes monitored for purity, isomer content, and trace metals under electronics-grade QC protocols.

    Industry compliance standards

    • IPC-4101/126 (substances for electronic substrate materials)
    • RoHS (Restriction of Hazardous Substances Directive, EU)
    • ISO 14644 (Cleanroom for electronics production)
    • IECQ QC 080000 (Hazardous Substance Process Management)

    Typical usage ratio

    • Employed at 1–3 mole% in step-growth or chain-growth polymerization streams; ratio elevated for lower-Mw customizations or thin-film trial batches.

    Downstream process integration

    • Introduced into anhydrous/solvent-free microreactors for oxidative polymerization or Suzuki-Miyaura cross-coupling at elevated temperatures; in-line quality testing for molecular weight distribution and purity.

    Final product types

    • Conjugated polymer precursors for OLED (organic light-emitting diode) layers
    • Organic field-effect transistor (OFET) channel materials
    • Flexible electronic substrate coatings
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