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HS Code |
659811 |
| Product Name | 3-Bromopiperidine-2,6-Dione |
| Cas Number | 34457-45-5 |
| Molecular Formula | C5H6BrNO2 |
| Molecular Weight | 192.01 g/mol |
| Appearance | White to off-white solid |
| Melting Point | 152-155°C |
| Purity | Typically ≥98% |
| Solubility | Soluble in polar organic solvents |
| Smiles | O=C1CC(Br)CN1C(=O) |
| Inchi | InChI=1S/C5H6BrNO2/c6-3-1-4(8)7-5(9)2-3/h3H,1-2H2,(H,7,8,9) |
| Storage Temperature | 2-8°C |
| Uses | Intermediate in pharmaceutical synthesis |
| Hazard Statements | Harmful if swallowed or inhaled |
As an accredited 3-Bromopiperidine-2,6-Dione factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
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Anyone trying to bring fresh ideas to organic synthesis looks for reliable intermediates that open new doors in the laboratory. 3-Bromopiperidine-2,6-dione stands out as a versatile and trustworthy tool for chemists searching for efficient and targeted ways to construct complex molecules. Its structure—featuring a bromine atom bonded to a six-membered ring capped by two carbonyls—gives it a special role in nucleophilic substitution reactions that often go wrong with less rigid options. This compound doesn’t just move electrons where you want them; it keeps reactions cleaner and makes purification easier for researchers who value time and precision.
Years spent running bench-top reactions have shown that one poorly chosen intermediate ruins weeks of progress. Tight timelines and unexpected setbacks demand chemistry that offers trust and predictability. This is where 3-Bromopiperidine-2,6-dione punches well above its molecular weight. Open the bottle, and you’re facing a white or off-white crystalline solid. There’s a subtle confidence in the way it dissolves well in common solvents like dichloromethane and DMF. Measurements in the lab confirm that it delivers a sharp melting point, often cited around 180-184°C, so users easily spot impurities or decomposition long before things get out of hand.
Medicinal chemists reach for building blocks that expand chemical space without introducing loose ends. The six-membered ring of 3-bromopiperidine-2,6-dione—sometimes called brominated glutarimide—provides backbone rigidity that many analogs lack. That structure lets scientists design and explore new heterocycles for potential drugs, including scaffolds found in antibiotics or CNS agents. The bromo group pops out as a leaving site for Suzuki, Heck, or Buchwald-type couplings. There’s a temptation with some alternatives to try cheaper or more available halides, but they rarely match the reaction efficiency or specificity found here. The difference shows up during scale-up—days aren’t wasted dialing in reaction conditions yet again.
Working with different labs, you quickly notice how much gets lost when batch-to-batch variation creeps in. 3-Bromopiperidine-2,6-dione’s solid-state stability and low hygroscopicity reduce headaches from inconsistent yields. In storage, it resists clumping and keeps its color, even after months on a shelf in a well-ventilated cabinet. More importantly, the compound’s well-documented purity from reputable suppliers—often exceeding 98% by HPLC—means less time spent purifying and analyzing every lot. Reproducibility matters most to scientists under pressure, trying to guarantee success by the end of the week.
Academic groups and startups alike push chemistry forward through creativity—whether building new rings or decorating existing frameworks with functional groups. 3-Bromopiperidine-2,6-dione acts as a foundation for these new targets. The bromine atom at the 3-position is reactive enough for most cross-coupling reactions, so introducing aromatic, aliphatic, or even alkynyl partners takes fewer steps and milder conditions. No one enjoys watching an expensive catalyst fail, so chemists count on the predictable reactivity of this compound.
One common example, experienced in drug discovery groups, is the direct replacement of the bromine with other nucleophiles. Piperidine-2,6-dione rings crop up in compounds with biological activity, so tweaking them with new substituents often means screening dozens of analogs in short timeframes. 3-Bromopiperidine-2,6-dione makes this iterative approach feasible and helps avoid the longer synthetic detours that eat up budgets. I’ve watched students and senior researchers alike turn to this intermediate when shortcuts elsewhere led nowhere.
Sustainability is no longer a buzzword for modern chemistry labs; it’s a necessity. Traditional intermediates with chlorinated or multi-halogenated rings pose persistent environmental headaches, both in handling waste and protecting worker safety. 3-Bromopiperidine-2,6-dione brings lower environmental impact into the laboratory. Brominated intermediates tend to be less persistent once properly neutralized, and the single bromine atom in this structure means less halide waste overall.
From practical experience, handling this material feels more manageable than alternatives like bromoacetophenones or bulky aromatic bromides. Its low volatility and respectable stability let you weigh out multi-gram amounts without heavy respirator dependence. It’s not edible or benign—good technique matters regardless—but effective safety protocols, fume hoods, and up-to-date training keep any risk in check. Published data on its toxicity remains limited, but real-world feedback from working groups confirms it responds predictably without violent reactivity.
Every chemist juggles a shelf full of halogenated intermediates—so what separates 3-Bromopiperidine-2,6-dione from the rest? Compare it to more common aryl or alkyl bromides. The imide ring doesn’t just hold structural intrigue; it favors controlled selectivity in ring modifications. Standard alkyl or aryl bromides struggle to match this level of ring-focused reactivity. Using alternatives, like NBS or simple piperidine bromides, often lifts byproduct formation, gives broader impurity profiles, and puts more pressure on purification. That adds hours to every run and shrinks the amount of usable material returned from every batch.
In real chemical campaigns, the difference between a project finishing in a month and dragging on for another quarter often comes down to intermediates like this. Even subtle differences—like solubility in polar or apolar solvents, or how sensitive a molecule is to open air—affect workflow. 3-Bromopiperidine-2,6-dione strikes a rare balance between useful reactivity and manageable handling, which explains its popularity among both newcomers and experts.
Pharmaceutical teams developing new painkillers, antibiotics, or anti-cancer agents search for ways to improve biological activity and reduce off-target effects. Piperidine-imides occur in natural products and drug molecules where rigidity and three-dimensional shape set the foundation for selectivity. Adding a bromine at the 3-position didn’t just happen by chance—it was a deliberate structural tweak to open new synthetic pathways. The ability to swap out the bromine for dozens of possible groups, using modern palladium or copper chemistry, makes it a regular feature in patent filings and academic publications.
On the agricultural side, the drive for new herbicides and fungicides often parallels the hunt for medicinal agents. Active compounds stemming from piperidine-2,6-dione cores, modified at the 3-position, show up repeatedly in screens for activity against pests or weeds. These sorts of molecular innovations help reduce the load of legacy chemicals that fail the tests for performance or safety in the field. Personal conversations with agricultural chemists echo this reality: more manageable synthetic intermediates mean more time for field testing, and fewer headaches ordering expensive starting materials from overseas.
Every research group working with 3-Bromopiperidine-2,6-dione finds its own unique methods, but certain patterns pop up across successful projects. For installation of novel aromatic or heteroaromatic groups, Suzuki–Miyaura coupling gets the nod, and this intermediate rarely disappoints. The imide ring keeps the molecular framework sturdy during electron-hungry conditions. Chemoselectivity matters when the target molecule is loaded with functional groups: amides, nitriles, or alcohols elsewhere handle the heat, while the bromine swaps partners under controlled conditions.
Nucleophilic displacement also figures strongly in synthesis planning. Chemists looking to make N-substituted glutarimide derivatives find the 3-bromo version approachable—less risk of unwanted over-alkylation or chain-walking side products. Stereochemistry worries take a back seat, since the flat imide ring leaves little space for surprise isomers. Shorter reaction paths and higher product purities help scale these reactions to pilot or production runs without big surprises.
Colleagues working in small-molecule libraries, hoping to explore structure–activity relationships, use this intermediate for quick, repetitive building. It fits well in solid-phase peptide or small-molecule synthesis, not sticking to resin or columns unnecessarily. More importantly, teams report that it doesn’t degrade under standard workup and isolation, unlike more delicate acyl bromides or unstable α-bromoketones.
Researchers who have spent too long cleaning up after low-purity intermediates appreciate a product they can count on. The reliability of commercially available 3-Bromopiperidine-2,6-dione, especially from reputable global suppliers, sets it apart from bargain substitutes. Guidance from mentors stresses this point: uncertainty in intermediate purity quickly turns into months of troubleshooting.
Analytical standards are robust for this compound. Most batches come with clear HPLC, NMR, or mass spectrometry documentation from suppliers. The community values this kind of transparency, especially when scaling up to kilo or multi-kilo quantities in industry. Every extra decimal point on the certificate of analysis means smoother runs, less troubleshooting, and lower costs. That dependability translates into fewer accidents, less chemical waste, and less frustration over duff reactions.
Chemical synthesis can grind down the most patient scientist. I’ve worked on routes that gave only a few milligrams from weeks of work, and others that produced grams of pure product in a single day. Wherever results followed a faster, more logical sequence, practical intermediates like 3-Bromopiperidine-2,6-dione played a part. Young chemists learn quickly—stubbornly sticking to hard-to-find or low-yielding intermediates teaches hard lessons. Timelines shrink, and funding dries up fast if new routes don’t deliver. Reliable tools become essential.
This rings just as true in teaching labs. Graduate students can easily follow a protocol using confidently pure, stable intermediates. Cleanup is easier, less time is spent hunting down bad peaks in NMR, and students gain skills that carry over into industry roles. The learning curve flattens, the lab runs safer, and research output stands on firmer ground.
No intermediate comes without hurdles. Sourcing pure 3-Bromopiperidine-2,6-dione can sometimes be slower than picking up simple bromoalkanes, since fewer manufacturers specialize in this niche. Over time, the demand for more complex heterocycles will likely push suppliers to adapt, but scientists currently need to plan ahead for longer lead times, especially for custom or high-volume orders.
One answer lies in broadening the pool of suppliers globally—greater competition and transparency typically drive down prices and boost availability. Academic and industrial groups may also consider in-house synthesis, provided they have the right precursor materials and analytical tools. Published protocols detail the cyclization of simple starting materials to prepare pure product with minimal waste. For chemists in regions with fewer import options, mastering these homegrown methods pays off in independence and innovation.
Another challenge centers on cost: the special properties of 3-Bromopiperidine-2,6-dione sometimes bring a higher price tag, especially for research-grade lots certified at the highest purity. Labs might attempt re-purification, but experience shows the time investment rarely improves things beyond the best commercial options. Pooling orders or joining academic consortia helps smaller research groups access premium intermediates at a fair rate. The steady rise of open-access synthetic protocols and shared best practices drives this change in real time.
The real test for any chemical product comes on the workbench. Does it save time? Does it boost yield? Does it remove the headaches that slow down discovery? Every answer that turns “yes” cements trust in the product. 3-Bromopiperidine-2,6-dione delivers just such reliability, serving as a springboard for creative solutions from cutting-edge pharmaceuticals to next-generation agrochemicals.
Professionals in the field continue to choose it because of practical experience, not just marketing claims. It’s counted on in both routine substitutions and rare, route-defining transformations. Regulatory concerns, safety records, and published research back up the day-to-day reality: intermediates that behave as expected pay dividends across the supply chain. It isn’t a magic bullet, but it bridges the gap between new ideas and tomorrow’s market-ready solutions.
The push for new frontiers in medicine, sustainable agriculture, and material science rests squarely on the shoulders of intermediates like this one. Every step taken to improve downstream results begins with simple, reliable pieces—no genius idea moves forward if the underlying chemistry fails. As research budgets shrink and regulatory hurdles rise, only those products with a proven, transparent record earn a lasting place in the modern lab. 3-Bromopiperidine-2,6-dione finds favor for this very reason, striking a vital partnership with the hands and minds driving innovation.
Its record in thousands of synthesis routes gives real scientists the confidence to try, fail, and then succeed. In the hands of creative chemists and careful practitioners, new possibilities come alive—each one built from a reliable core that’s already shown it can deliver. There are plenty of flash-in-the-pan intermediates that fade out after a few patent cycles, but enduring chemistry finds a way to last. That’s what keeps 3-Bromopiperidine-2,6-dione firmly planted in lab inventories worldwide: reliability born of experience, with the flexibility to meet whatever challenge comes next.