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6-Bromoisatin

    • Product Name 6-Bromoisatin
    • Alias 6-Bromo-1H-indole-2,3-dione
    • Einecs 210-580-7
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    581020

    Productname 6-Bromoisatin
    Casnumber 2432-51-1
    Molecularformula C8H4BrNO2
    Molecularweight 226.03
    Appearance Yellow to orange crystalline powder
    Meltingpoint 278-282°C
    Purity Typically ≥98%
    Solubility Slightly soluble in water, soluble in organic solvents (e.g., DMSO, ethanol)
    Synonyms 6-Brom-1H-indole-2,3-dione
    Storageconditions Store at room temperature, protect from light and moisture

    As an accredited 6-Bromoisatin factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 5-gram amber glass bottle labeled "6-Bromoisatin," features safety symbols, product details, and tightly sealed with a screw cap.
    Shipping 6-Bromoisatin is shipped in compliance with relevant chemical transport regulations. The compound is securely packaged in sealed containers to prevent leaks and contamination. It is typically protected against light, moisture, and physical damage, and accompanied by appropriate labeling and safety documentation during transit to ensure safe and lawful delivery.
    Storage 6-Bromoisatin should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area, away from direct sunlight and moisture. It should be kept away from incompatible substances such as strong oxidizing agents. The storage area should be clearly labeled and access restricted to trained personnel. Follow all applicable safety and regulatory guidelines for handling and storage.
    Application of 6-Bromoisatin

    Applications of 6-Bromoisatin in Industrial Manufacturing

    6-Bromoisatin supports multiple specialized application fields, where its distinct chemical characteristics and reactivity play key roles in downstream synthetic processes. We offer this material as a consistent and validated input for advanced industrial products across selected segments.

    1. Specialty Dye Intermediates for Vat and Reactive Dyes

    This material acts as a significant building block in the synthesis of specialty indigoids and complex vat dye structures, contributing brominated elements that impart unique performance features in final colorants. Industrial dyestuff manufacturers incorporate it early in the intermediate stage via controlled bromination and condensation procedures under strict temperature and alkalinity conditions. This ensures targeted chromophore formation while maintaining batch reproducibility and compliance with textile sector toxicity regulations.

    Industry compliance standards

    • REACH Regulation (EC 1907/2006) for registration and safety data documentation
    • OEKO-TEX® Standard 100 limit values for dye intermediates
    • ZDHC Manufacturing Restricted Substances List (MRSL)
    • GB 17592 and GB/T 17644 textile industry toxicological testing

    Typical usage ratio

    • 3-9% by mass of total intermediate mixture; ratio varies based on final shade depth requirements and chemical coupling partners

    Downstream process integration

    • Enters as a brominated substrate during oxidative coupling in initial vat dye synthesis
    • Reacts with alkali and nucleophiles in high-shear reactors for pigment precursor formation
    • Purifies post-reaction before being forwarded to pigment finishing

    Final product types

    • Indigoid vat dyes for denim and workwear
    • Special reactive dyes for cellulosics
    • Sulfur dyes with bromine substitution
    • Electronic-grade pigments for ink formulation

    2. Pharmaceutical Intermediate for Anticancer and Antimicrobial Actives

    Pharmaceutical manufacturers source this compound as a core intermediate for targeted small molecule pipelines. It serves as a precursor in multi-step syntheses of indole-based actives where bromination at the 6-position confers receptor selectivity and metabolic stability. Production environments use it in strictly monitored GMP suites, integrating in early synthetic stages to guarantee purity control and process validation for regulatory filings.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP-NF monographs for raw material acceptance and traceability
    • EU GMP (EudraLex Volume 4) Annex 1 for sterile production environments
    • FDA 21 CFR 211 process validation for APIs and advanced intermediates

    Typical usage ratio

    • Used at 1.2–2.5 molar equivalents depending on the desired indole scaffold and downstream substitution plan

    Downstream process integration

    • Charged in batch or semi-continuous syntheses during aromatization or ring fusion
    • Participates in palladium-catalyzed cross-coupling or nucleophilic substitution reactions
    • Crystallizes for intermediate API purification before final derivatization

    Final product types

    • Investigational anticancer agents with indole frameworks
    • Brominated tryptamine derivatives for antidepressants
    • Antimicrobial substances for topical and parenteral applications
    • Synthetic intermediates for CNS drug analogues

    3. Agrochemical Building Block for Fungicide Active Ingredients

    Agrochemical producers use this compound as a halogenated nucleus for constructing novel bioactive agents targeting resistant fungal strains in crop protection. The brominated structure supports the generation of molecules with improved soil persistence and bioavailability. It enters the synthetic train during lead optimization, under monitored reaction conditions to ensure minimal impurity carryover affecting field safety profiles.

    Industry compliance standards

    • FAO/WHO JMPR residue guidelines for active ingredient precursors
    • EPA FIFRA (40 CFR Part 158) for pesticide registration
    • ISO 9001-certified synthesis and traceability protocols
    • Directive 2009/128/EC Sustainable Use of Pesticides

    Typical usage ratio

    • Ranges from 5–15% by weight in intermediate formulation steps, adjusted per desired molecular activity in screening assays

    Downstream process integration

    • Introduced in stepwise batch synthesis during heterocyclic assembly
    • Treated with alkylation or esterification catalysts under inert atmospheres
    • Subjected to preparative HPLC prior to formulation for downstream toxicological validation

    Final product types

    • Brominated strobilurin fungicides
    • Soil-applied broad-spectrum seed treatments
    • Synthetic analogues for foliar application in fruit and vegetable crops
    • Tested agrochemical leads under regulatory review

    4. Fine Chemical Intermediate for Specialty Material Monomers

    In the advanced materials sector, this raw material forms a key intermediate for synthesizing monomers used in high-performance polymers, such as electroactive films and specialty plastics. The presence of the bromine atom enables site-selective cross-coupling and subsequent polymerization. Precision control of input quality and stability is essential, as impurities directly impact dielectric and mechanical properties of the final polymer systems. Integration occurs under strictly inert, moisture-controlled conditions favored in electronics and advanced coatings industries.

    Industry compliance standards

    • ISO 9001:2015 certified production for specialty chemicals
    • RoHS Directive 2011/65/EU on hazardous substance content
    • UL 94 flame retardancy requirements for polymers
    • IEC 61249-2-21 halogen content in laminate materials

    Typical usage ratio

    • 1.5–4% by mass in monomer blend, precisely adjusted according to targeted molecular weight and electronic characteristics of the end polymer

    Downstream process integration

    • Acts as a brominated source in Suzuki-Miyaura or Heck-type cross-coupling reactions to generate tailored monomers
    • Feeds into continuous flow reactors for scale-up polymer precursor production
    • Purified under high-vacuum to minimize trace ionic contaminants before ring-opening polymerization

    Final product types

    • Electroactive polyindoles for display technologies
    • Halogenated monomers for flame retardant plastics
    • Specialty polymers for capacitor films
    • Semiconducting coatings in microelectronics
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    Certification & Compliance
    More Introduction

    6-Bromoisatin: Meeting Real-World Synthetic Needs

    Working with 6-Bromoisatin, every chemist in our facility recognizes right away that this isn’t about ticking boxes on a list of intermediates. Years spent behind reactor hoods and in analytical labs have shown us that, in the real world of aromatic chemistry, little details in a molecule’s substitution pattern can mean the difference between an elegant synthetic route and days lost wrestling with purification headaches. 6-Bromoisatin—CAS number 1533-44-4—offers that sweet spot of selective reactivity, enough to steer cyclization or condensation steps without introducing new, unmanageable by-products. While some labs favor unsubstituted isatins or other halogenated variants, 6-Bromoisatin carves its niche where chemo-selectivity matters and reliability under scale-up conditions remains non-negotiable.

    Model and Specifications Drawn from Daily Production

    In our factory, synthesis does not end at a lab bench. Each kilogram of 6-Bromoisatin stands as the result of a process honed batch after batch—monitoring color changes, ensuring homogeneity, controlling moisture content, and keeping by-product contamination under precise limits. Our own specs, built over years through direct troubleshooting, focus on what's critical for real synthetic work: high assay (typically over 98% by HPLC), consistent particle size aimed to avoid clumping and hydration, controlled residual solvents, and minimal ortho-brominated or dibromo impurities. These specifications evolved as our team encountered specific customer pain points—from product turning off-color in old glassware, to failed couplings in pharmaceutical R&D, to resin browning in peptide synthesis.

    Through hands-on production, we learned the main challenge with 6-Bromoisatin comes after halogenation—removing traces of over-brominated by-products without degrading the indole core. Our QA protocols pull no punches. Instead of relying on generic spot testing, we routinely run both NMR and high-resolution mass spectrometry. Each lot receives a unique verification code accessible by end-users for transparency. This tight monitoring isn’t just for show; researchers report fewer failures in late-stage processes when the impurity profile stays consistent lot-to-lot. Excess water or ammonium salts, even in minuscule traces, can stall your downstream work—so we continuously run Karl Fischer titrations and microanalysis to lock these out early.

    Usage: Lessons Learned Over Years of Field Feedback

    For us, usage advice does not come from marketing decks. Our close collaboration with process chemists shines through in every protocol shared under confidentiality. 6-Bromoisatin most often finds its roles in the pharmaceutical and fine-chemical industries. Its popularity comes from the highly efficient way the bromo group on the indole framework guides substitution reactions—especially in Suzuki-Miyaura or other palladium-catalyzed couplings. Heading into multi-step syntheses, customers routinely tell us their workflows depend on making N-substituted 6-bromo derivatives or C-3 side chains without adding unnecessary steps for halogen protection or deprotection.

    The pigment and dye industries rely on 6-Bromoisatin’s indigoid core, not just for color properties but for the stringency required during oxidative coupling. Several dyes and intermediates, such as brominated indigos and certain analytical stains, need exceptionally pure starting material. Beyond that, research labs working on kinase inhibitors, anti-inflammatory compounds, and exploratory CNS agents recognize the value of attaching specialized groups at the 6-position, exploiting the bromo's clean reactivity. Our technical support often fields inquiries about optimizing cross-couplings—temperature, base selection, and solvent compatibility—all influenced by the subtle quirks of our product’s crystalline form.

    Differences Beyond the Data Sheet

    One of the biggest misconceptions we’ve fought, especially from purchasing teams, is the temptation to treat all 6-bromoisatin as interchangeable commodity. Speaking frankly from manufacturing experience, major differences separate products from different routes. Some manufacturers use direct bromination of isatin in solution, accepting higher by-product levels. We’ve committed to continuous-flow halogenation under strict temperature control, removing free bromine in line before it can attack secondary sites. This method eliminates off-flavors (by odor) and sticky yellow residues that can complicate transfers and dosing by automated feeders.

    Packaging is another source of variance that often gets overlooked in spec sheets. Years ago, we encountered an uptick in clumped or caked material when using standard HDPE drums for export. It turned out trace moisture was enough to initiate partial decomposition—artists and restoration chemists found their pigments less vibrant, and pharma labs struggled with erratic yields. Switching to inert gas-flushed, double-layer packaging made a visible improvement, so now every drum is sealed with desiccant packets and over-bags in a humidity-controlled bay. These details do not show up in catalog entries, but any researcher frustrated by unpredictable crystallization can appreciate the change.

    Supporting Quality with Real-World Traceability

    Our traceability steps came directly from working with regulated industries. It’s one thing to offer a C of A. Quite another when a batch file, complete with in-process logs and impurity chromatograms, tracks back to the exact feedstock lots and reaction dates. We manage each shipment as its own story—whether destined for a pharma pilot run or an R&D bench. Our plant management system integrates environmental monitoring (down to air particulate and humidity data per batch). Researchers on tight project deadlines regularly call out the reliability—small differences in water or trace metals matter more than glamour metrics like “high purity” or big claims about “certified” status, especially in high-throughput crystal screens and regulatory submissions. We share our batch histories transparently, because our own experience in troubleshooting tells us real trust is built on details, not slogans.

    Comparing with Other Halogenated Isatins

    Choosing between the brominated, chlorinated, or unsubstituted isatin siblings often comes down to more than just cost. Our plant began by making isatin and quickly found that simple substitution with chlorine or bromine opens entirely different paths for downstream reactivity. 6-Chloroisatin, although slightly less costly, reacts with much lower selectivity in many key coupling reactions. Laboratory trials have repeatedly shown that the aryl bromide position in 6-Bromoisatin enables faster transmetalations—critical in late-stage functionalization chemistry where time and yields matter. Hard-to-control tar formation, which plagues crude isatin bromination, is kept at bay by our process, leading to fewer chromatographic cleanups by customers.

    The emotional satisfaction of seeing a clean TLC plate after a coupling step can’t be overstated. One chemist recently told us he gets a “Sunday morning” feeling each time a fresh flask of our 6-Bromoisatin dissolves without residue or stubborn clumps. This tangible confidence isn’t abstract; it comes from precision in every upstream stage. Those switching from 5-bromo or 7-bromo analogs share similar stories—the 6-position allows for regioselectivity in annulation and expansion strategies, giving better overall product integrity for complex architectures. For those in the dye, pigment, and small-molecule agrochemical space, these subtle differences often determine patent scope, process patentability, and long-term IP freedom.

    Customer Feedback Drives Further Refinement

    Every batch tells us something new. Over the past decade, process feedback prompted real improvements more than any textbook reading or spec table. During one campaign, a customer’s solid-phase synthesis began to stall out in late cycles. They traced it to trace sodium carryover from one of our wash steps—details that would have been invisible in a standard QA workflow but not in a sensitive downstream bioconjugation protocol. We doubled our wash procedures and reran the test panels. Next shipment, problem solved. Similar issues arose from pigmentation specialists, who detected faint color shifts traceable to trace oxidized by-products. Our team responded with enhanced light exclusion during certain steps, directly from feedback by those who blend these pigments at scale.

    Our production team hosts quarterly calls with development chemists and QA specialists from around the globe. On those calls, the problems faced are always real—a misaligned drum seal that lets in air over a hot summer; a scale-up that leads to minor but critical crystalline phase differences; a regulatory audit requesting documentation not standard in the commodity market. This direct loop drives process improvements and quality leaps, rather than abstract consulting suggestions.

    Commitment to Consistency, Safety, and Integrity

    Direct manufacture brings both responsibility and satisfaction. 6-Bromoisatin isn’t just a product line—it stands for hundreds of hours of careful synthesis, constant checking, thorough documentation, and a willingness to learn from every unforeseen event. Our own people work with this molecule daily; they know about the risks posed by excess dust, about keeping halogenated intermediates away from reactive waste streams, about packing drums only under laminar flows. Every safety review and every tweak brings direct improvement in how our customers work with 6-Bromoisatin. We commit to full hazard transparency—SDS reference chips with each lot, full downstream classification information, and storage guidance refined through real summer and winter field trials, not copied guidelines.

    Years of supplying both young startups and established firms taught us that trust goes far beyond specs. A crop science company once found their 6-Bromoisatin shipment outperformed previous sources because of markedly improved dissolution time. A biotech scale-up confirmed their API process met regulatory approval with fewer investigations thanks to our documented impurity profiles. These wins do not come from chance; they result from a commitment to hands-on, continuous improvement, driven by honest feedback, technical curiosity, and real-world partnerships.

    Looking Forward: Sustainability and Process Responsibility

    One hard reality we face as direct manufacturers comes from the increasing scrutiny of halogenated intermediates in the environment. Waste management is not just about regulatory compliance. Over the past five years, we have shifted from bulk halogen sources to low-residue, recirculating systems, sharply reducing our bromine emissions and halide runoff. We reclaimed solvents at scale and now operate a closed-loop water treatment station for cleaning process lines. Some questioned the investment early on—today our environmental audit results speak for themselves and customers appreciate the peace of mind knowing that their supply chain partners share their values.

    Another point of attention sits on the personal side. We invest in measures, not policies—regular health checks for staff, detailed training on exposure limits, and open-door reporting lines for process concerns. These don’t show up in a product spec, but they mean every drum of 6-Bromoisatin shipped reflects not just material purity but a sustained care for those making it.

    Pushing Toward Smarter, Cleaner Chemistry

    Customers expect more than just “on-spec” product. We consistently engage with researchers on next-generation methodologies—more efficient ligand systems for Pd-catalyzed couplings, alternate bases for broader substrate scopes, even prototyping greener brominating agents that slash hazardous by-products. Some of these efforts grow into joint collaborations, producing improved methods that feed directly into commercial production. This cycle keeps our process at the front edge of capability, even as underlying market demands change. Each new application—whether a pharma process, a novel pigment, or an investigational material—offers the prospect to test and refine what we know and how well we serve real scientists in actual labs. This is the story of 6-Bromoisatin as we make it, and as our partners use it to solve chemistry’s next round of challenges.