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5-Bromo-4,6-Dihydroxypyrimidine

    • Product Name 5-Bromo-4,6-Dihydroxypyrimidine
    • Alias 5-Bromo-2,4-dihydroxypyrimidine
    • Einecs 226-842-7
    • 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
    VTB
    Specifications

    HS Code

    495039

    Productname 5-Bromo-4,6-Dihydroxypyrimidine
    Casnumber 15958-47-7
    Molecularformula C4H3BrN2O2
    Molecularweight 190.99
    Appearance White to off-white powder
    Meltingpoint 273-277°C
    Solubility Slightly soluble in water
    Purity >98%
    Storagetemperature 2-8°C
    Smiles C1(=C(N=C(N=C1Br)O)O)
    Inchikey QIYYOBBHHJFYHZ-UHFFFAOYSA-N

    As an accredited 5-Bromo-4,6-Dihydroxypyrimidine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 25g amber glass bottle labeled “5-Bromo-4,6-Dihydroxypyrimidine,” sealed for moisture protection, with hazard and handling instructions.
    Shipping 5-Bromo-4,6-Dihydroxypyrimidine is shipped in tightly sealed containers, protected from moisture and light. It is handled according to standard chemical transport regulations, typically under ambient temperature. Proper labeling and documentation are provided, and the material is classified as non-hazardous for air and ground shipping, unless otherwise specified by local regulations.
    Storage Store 5-Bromo-4,6-dihydroxypyrimidine in a tightly sealed container in a cool, dry, and well-ventilated area. Protect from moisture, direct sunlight, and incompatible substances such as strong oxidizing agents. Ensure containers are clearly labeled and avoid exposure to heat or open flames. Use appropriate personal protective equipment when handling the material. Keep away from food and drink.
    Application of 5-Bromo-4,6-Dihydroxypyrimidine

    Applications of 5-Bromo-4,6-Dihydroxypyrimidine in Industrial Manufacturing

    As a direct manufacturer with high-purity control and validated batch records, we supply 5-Bromo-4,6-Dihydroxypyrimidine for advanced industries requiring stringent process reproducibility and regulatory assurance. Below are practical application scenarios, each with detail on compliance, dosage, process location, and end product range for global downstream partners.

    1. Pharmaceutical Intermediate for Anti-viral Drug Synthesis

    This compound serves as a nucleobase intermediate in the multi-step synthesis of selective antiviral APIs, such as certain cytidine analogues used in nucleoside reverse transcriptase inhibitor (NRTI) development. Its halogen substitution optimizes downstream reaction specificity and reduces protection/deprotection steps, contributing to higher yield and process reliability for bulk drug manufacturers. Process engineers integrate this step after heterocyclic ring construction and before final nucleoside coupling, ensuring robust impurity control.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 211 cGMP for Finished Pharmaceuticals
    • Chinese Pharmacopoeia monograph references for API synthesis intermediates
    • European Pharmacopoeia (Ph. Eur.) API precursor quality guidance

    Typical usage ratio

    • 1.05–1.15 molar equivalents relative to starting pyrimidine ring, adjusted to minimize unreacted residue based on HPLC (typically 8–16% w/w of reaction mass, depending on scale and batch size)

    Downstream process integration

    • Charged during Stage Two of pyrimidine nucleoside precursor construction, after base ring formation and before nucleosidation

    Final product types

    • Lamivudine (3TC) API
    • Emtricitabine (FTC) API
    • Other pyrimidine-based antiviral intermediates
    • NRTI nucleoside reagents for further formulation

    2. Advanced Agrochemical Building Block

    Cropping solutions innovators incorporate this compound in the route to synthetize selective herbicide and fungicide actives based on pyrimidine analogues. The compound’s dihydroxy profile aids in controlled functional group transformations, providing scaffolds for active ingredient libraries targeting resistance management. Formulation chemists require precise control over substitution and bromine incorporation to ensure consistent field performance and regulatory dossier acceptance.

    Industry compliance standards

    • FAO/WHO Specifications and Evaluations for Agricultural Pesticides
    • US EPA 40 CFR Part 158 Data Requirements for Pesticide Registration
    • China GB 4839-2009 Agrochemical Quality Standards
    • ISO 9001:2015 Quality Management for Agrochemical Intermediates

    Typical usage ratio

    • 0.8–1.2 molar equivalents relative to secondary substituent, with stoichiometry adjusted by downstream alkylation or halogenation needs (commonly 6–12% by mass/formulation batch)

    Downstream process integration

    • Used in early-stage cyclization and functionalization step for pyrimidine-based herbicides prior to introduction of side chains

    Final product types

    • Pyrimidinone herbicide actives (e.g., bromoxynil intermediates)
    • Fungicide precursors
    • Agrochemical combinatorial libraries for field trials
    • Stabilized technical-grade crop protection agents

    3. Specialty Dye and Pigment Synthesis

    Specialty chemicals R&D teams rely on 5-Bromo-4,6-Dihydroxypyrimidine to introduce chromophoric groups in pyrimidine-core dyes and pigments, often for industrial inks and polymer coloration. Its unique electronic characteristics allow controlled bromine migration and enable fastness adjustments in the final pigment, particularly for demanding applications such as security printing and high-stability plastic masterbatches. Application engineers typically employ this intermediate in halogen-exchange or condensation reactions as part of pigment customization for color consistency and lightfastness.

    Industry compliance standards

    • REACH Regulation (EC) No 1907/2006 Chemical Registration for EU Markets
    • OEKO-TEX® Standard 100 Certification for Textile Pigments
    • EN 71-3 Safety of Toys – Migration of Certain Elements (for pigment safety in related markets)
    • ISO 9001:2015 for industrial dye synthesis

    Typical usage ratio

    • 10–15% by reaction mass when used as a chromophore insert, fine-tuned per pigment design to achieve target shade and solubility

    Downstream process integration

    • Introduced during Stage One halogen exchange or condensation in specialty dye manufacturing; followed by azo coupling or polymer attachment

    Final product types

    • Pyrimidine-based yellow and orange pigments
    • Industrial textile inks
    • Security-grade anti-counterfeiting dyes
    • High-durability plastic coloration masterbatches

    4. Pharmaceutical Impurity Profiling Reference Standard

    Quality control laboratories and pharmaceutical manufacturers use our GMP-validated material as an authentic reference compound for impurity profiling in the final dose APIs, especially where process-related impurities with pyrimidine backbones must be quantitatively monitored by HPLC and LC-MS. This application ensures clear documentation and compliance during regulatory submissions by providing a structurally certified standard with traceable manufacturing records. QC chemists depend on lot-specific CoA and spectral purity to build validated impurity libraries required for global drug filings.

    Industry compliance standards

    • ICH Q3A(R2) Impurities in New Drug Substances
    • USP <1086> Impurities in Drug Substances and Drug Products
    • EP 2.2.46 Chromatographic Separation Techniques
    • ISO/IEC 17025 Laboratory Accreditation for Chemical Testing

    Typical usage ratio

    • Prepared as 0.1–5 ppm standard solutions for HPLC/LC-MS calibration; the exact ratio fitted to analytical range for target impurity threshold set by global pharmacopeias

    Downstream process integration

    • Employed during routine batch release testing and process validation of bulk APIs, integrated into impurity reference libraries for method development

    Final product types

    • HPLC/LC-MS analytical reference kits
    • Pharmaceutical impurity profiling reagents
    • Regulatory drug dossier documentation materials
    • Quality system validation standards for pharmaceutical production
    Free Quote

    Competitive 5-Bromo-4,6-Dihydroxypyrimidine prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    Introducing 5-Bromo-4,6-Dihydroxypyrimidine: Practical Insights from the Lab Floor

    Plenty of new faces walk into our production site thinking every pyrimidine derivative behaves the same, but it’s years working at the reactor tanks that set things straight. 5-Bromo-4,6-Dihydroxypyrimidine isn’t just a catalog entry; for seasoned chemists, its careful placement of hydroxyl groups and a bromine atom shifts its chemical personality enough to open up opportunities not always available with its close relatives. Our team has learned that handling this compound right isn’t only about precision analytics, but also knowing what happens once you scale a reaction beyond a beaker.

    Understanding the Nature of the Molecule

    You learn fast that the structural tweaks in heterocyclic chemistry can make or break downstream application. With 5-Bromo-4,6-Dihydroxypyrimidine, the molecule brings a balance of reactivity and functional group compatibility that many labs overlook. The bromine on the 5-position offers a gateway for further modification, often more efficiently than its non-halogenated counterparts. We see customers who tried less-substituted pyrimidines and struggled with sluggish coupling reactions before switching to this material because the bromine ensures a clean leaving group for Suzuki or Buchwald-type couplings.

    From a specification standpoint, we produce it consistently at purity levels above 99%, confirmed by HPLC and NMR data run in-house. We found over time that even minor impurities – say, leftover mono-hydroxy-pyrimidines – can complicate downstream synthetic routes. Chemists who push for pharmaceutical intermediates especially appreciate avoiding these headaches.

    Real Uses in the Lab and Factory

    We first started making this compound to support medicinal chemistry programs, mainly for those probing kinase inhibitors and nucleic acid analogs. Its diazine core and dual hydroxyl groups set up attractive hydrogen bonding and further derivatization options; medicinal teams exploit this pattern to develop new scaffolds where solubility or biological compatibility matter.

    What surprises people the most is its stability. Compared to unprotected pyrimidines, 5-Bromo-4,6-Dihydroxypyrimidine resists hydrolysis in acidic and mildly basic aqueous conditions, so it ships without needing extra packaging or stabilizers. In the pilot plant, we don’t get the degradation issues that trouble those who opt for less substituted dihydroxy analogs. Chemists working in nucleoside synthesis also point out that brominated rings give them a reliable anchor for C–C or C–N coupling, and they prefer the safety margin that comes from a more robust structure.

    Comparison with Other Pyrimidine Derivatives

    It’s tempting to assume that moving from chloro- to bromo- substituents makes little difference, but that’s lab talk from those who haven’t monitored the heat generated in a scale-up. In actual testing, the 5-bromo species activates under milder conditions and serves as a better substrate for cross-coupling than 5-chloro analogs. Where the 4,6-dihydroxy pattern pulls up hydrogen bonding and polar character, we found a wider window for selective reactions that aren’t possible with mono-hydroxy forms.

    Our production lines have handled many pyrimidine variants. Most bring their quirks. Unsubstituted rings tend to be more volatile and less predictable under strong base. Di-hydroxy-substituted versions without halogens lose out on further functionalization pathways – that leads chemists into tedious protection and deprotection cycles. 5-Bromo-4,6-Dihydroxypyrimidine reduces these side-steps. It’s probably the reason our process development chemists keep it stocked for late-stage diversification, since they can flip across synthetic routes using simple cross-coupling or O-alkylation steps.

    Applications Shaped by Practice, Not Just Theory

    Raw data doesn’t always show how a fine chemical fits into a real process. We’ve worked with teams developing APIs who noticed yield bumps after switching to this molecule, mainly because the reactive bromine lets them mask or swap functional groups more predictably. Its reactivity under standard palladium-catalyzed conditions lines up with needs in small molecule drug discovery, and with simple protections, the dihydroxy groups allow for modifications like glycosylation or phosphorylation often sought in nucleoside analog design.

    Material scientists have started picking it up for its ring electronics, using derivative products in pigment and dye research. The unique electron distribution from the double hydroxyl plus bromine produces intermediates required for specialty coatings and organic electronics. Every so often, we get requests outside pharma: agricultural chemistries look to pyrimidine-based structures for herbicide and fungicide leads, and our process engineers are tuned to the tweaks that make up safe and reliable production for these end-uses.

    The Manufacturing Angle: What Sets the Process Apart

    We don’t view chemical manufacturing as a one-size-fits-all equation. The stepwise halogenation and hydrolysis sequence for this compound demands strict temperature and pH control; small deviations easily shift the product balance toward less useful mono- or tri-substituted variants. Early in our history, even a 2-degree swing during crystallization would dent the yield or purify off too much product; investing in process sensors and more granular feedback loops let us cut batch-to-batch variability.

    Waste minimization isn’t just a buzzword around here. The bromination step can leave behind brominated by-products, so we recover and recycle materials through gas-phase scrubbing and solvent reclamation. This both aligns with environmental compliance and keeps downstream purification more efficient. From the outlook of green chemistry, this molecule is honestly easier to manage than several others in the same family since the process produces less halide-containing effluent per kilogram than most other brominated heterocycles.

    Handling pyrimidines day in, day out, you pick up tricks for drying and storage. We’ve calibrated humidity and light exposure after seeing yellowing and loss of quality with some analogs. 5-Bromo-4,6-Dihydroxypyrimidine holds up better than most, needing only modest precautions – a sealed drum and moderate desiccant do the job. Over-tightened procedures slow things down or don’t add value, so experience has shown us to avoid waste.

    Challenges and Solutions from Factory Experience

    The biggest snag clients hit with this material comes at the purification stage. Standard column chromatography often stalls or bleeds color when dealing with certain impurities. We switched to a crystallization-based purification cycle years back, using cold solvent washes, and that cut impurity carryover down sharply. Facility engineers developed solvent recovery modules to catch even small losses.

    We’ve also had plenty of discussions with formulation teams testing for unforeseen batch incompatibilities – turns out, the extra hydroxyl makes this molecule dissolve in more polar solvents, but not all polar solvents work without driving unwanted side reactions. Our tech team works with labs to select proper solvents for final formulation, whether it’s destined for solid dose or other forms.

    Scale sometimes brings issues with waste heat during the bromo-hydroxy reaction. We ran into that wall several years ago and upgraded jacketed reactor systems and real-time temperature mapping. This dropped batch rejection rates by almost a quarter. Feedback from in-house analysts guided these investments – we put priority on monitoring what’s actually happening instead of waiting for things to go wrong.

    Supporting Evidence and Observations from the Production Floor

    You can trust test data up to a point, but the sign-off comes from seeing a compound run clean across three or four scales, from pilot flask to full reactor. During QA runs, our staff tracked the yield, side-product profile, and thermal behavior of each batch over months. It surprised us that small tweaks, like adjusting the rate of halide addition, made the difference between a 2% impurity fraction and a 0.2% one. We post real-world QC chromatograms in the plant, so staff know where the process drifted or excelled.

    Our lab teams lean on spectral confirmation, but we’ve caught rare polymorph issues with this molecule only visible in physical handling and long-term storage. Such insights do not come from generic data sheets. Years handling different lots uncovered subtle issues like delayed crystallization or filtration slow-downs – catching these in time means less off-spec material downstream.

    Why Chemists Keep Reaching for This Compound

    We work closely with process development labs, and most feedback echoes whether the bromine stays put and whether O-alkylations on the 4 or 6 positions finish cleanly. Many found that broader temperature stability let them experiment without running afoul of unexpected side-reactions. Focus groups among advanced intermediates chemists often compare reaction efficiency and product cleanliness between this molecule and similar ones lacking a halogen; time after time, the brominated form cuts out a purification step or two.

    In nucleoside assembly, the compound’s hydrogen bonding and ring electronics foster higher coupling efficiency. If you compare that to, say, the performance of 4,6-dihydroxypyrimidine alone, the bromine substitution tightens up regioselectivity. That translates into fewer process headaches and higher yields for functionalized nucleobases.

    Anecdotes from partner labs confirm the same trend: swapping from less functionalized pyrimidines often shaves a week off synthesis cycles, letting medicinal chemistry teams move programs forward in less time. For a manufacturer, there’s no better proof than repeat business and requests for multi-kilogram lots for late-stage project scale-up.

    Future Directions: What’s Next for This Chemistry

    The practical lessons we draw from years manufacturing 5-Bromo-4,6-Dihydroxypyrimidine point toward broader application as teams demand greener, more adaptable synthons. We field inquiries from materials science, diagnostics, and agricultural research who previously relied on narrow-scope pyrimidine derivatives but found themselves hemmed in by steps needing more labor or less environmentally sound reagents.

    Efforts now focus not only on improving the robustness of core production but also enabling custom modification straight from the plant. Several clients asked for specific isotopic labels or alternative protection patterns; direct collaboration between the synthetic team and the plant floor lets us adjust workflow instead of forcing clients to use clumsy post-processing. Our model rewards agility over just making the same thing every time.

    Sharing best practices with other manufacturers and end users, we’ve compared the environmental impact and safety margin of different routes, always seeking to cut halogen and solvent load per output kilogram. Real improvement comes through open-eyed measurement rather than simply adopting “green” buzzwords. To sustain access to reliable, clean pyrimidine intermediates, we have to keep innovating at all levels – synthetic chemistry, analytical practices, safety procedures, and customer communication.

    Final Thoughts from the Perspective of Daily Production

    Experience shapes solid manufacturing. We’ve learned through cycles of success and the occasional setback how to produce 5-Bromo-4,6-Dihydroxypyrimidine that meets the demanding thresholds of drug, material, and agricultural innovation. It stands apart not just for its chemical properties, but for the way real-world handling, quality assurance, and end-user feedback feed back into the loop, constantly refining what goes out the door.

    From the shop floor to the boardroom, everyone carries insights that feed into making this compound tailored for practical application. By listening to the operators monitoring the batch progress and the chemists refining the downstream chemistry, we continually close the gap between raw material and reliable building block. That mindset, rather than any single data sheet or piece of equipment, is what underpins steady, trustworthy supply for those working on the next wave of chemical innovation.