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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 | 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. |
Applications of 5-Bromo-4,6-Dihydroxypyrimidine in Industrial ManufacturingAs 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 SynthesisThis 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
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2. Advanced Agrochemical Building BlockCropping 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
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3. Specialty Dye and Pigment SynthesisSpecialty 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
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4. Pharmaceutical Impurity Profiling Reference StandardQuality 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
Typical usage ratio
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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.
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.
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.
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.
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.
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.
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.
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.
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.
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.
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.