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2,6-Diamino-3-Bromopyridine

    • Product Name 2,6-Diamino-3-Bromopyridine
    • Alias 3-Bromo-2,6-diaminopyridine
    • Einecs 242-757-8
    • 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
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    Specifications

    HS Code

    289491

    Chemical Name 2,6-Diamino-3-Bromopyridine
    Molecular Formula C5H6BrN3
    Molecular Weight 188.03 g/mol
    Cas Number 115532-51-1
    Appearance Light yellow to light brown solid
    Melting Point 181-185°C
    Solubility Slightly soluble in water
    Purity Typically ≥98%
    Storage Conditions Store in a cool, dry place, away from light

    As an accredited 2,6-Diamino-3-Bromopyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 2,6-Diamino-3-Bromopyridine

    Applications of 2,6-Diamino-3-Bromopyridine in Industrial Manufacturing

    2,6-Diamino-3-bromopyridine finds critical use in specialized synthesis routes across several industrial sectors. As direct manufacturers, we support downstream partners with advanced material quality and reliable batch consistency for process-critical applications. Below, we outline key industrial tracks where this intermediate plays an established production role.

    1. Pharmaceutical Active Pharmaceutical Ingredient (API) Intermediates

    Production plants for restricted-structure APIs often incorporate 2,6-diamino-3-bromopyridine during key condensation or ring modification stages. The intermediate enables functionalization of pyridine rings for targeted biological activity in small-molecule drugs. QC labs monitor residual intermediates according to batch release protocols. Downstream, this intermediate undergoes amination, alkylation, or acylation before coupling with heterocyclic fragments, supporting structurally complex API synthesis for anti-infectives and oncology compounds.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 211 (CGMP for Finished Pharmaceuticals)
    • European Pharmacopoeia monograph guidelines
    • Chinese Pharmacopoeia (ChP) relevant chapters on intermediates

    Typical usage ratio

    • Usage ranges from 0.5 to 2.0 equivalents relative to target pyridine nucleus, depending on target substitution pattern and final API yield target; exact ratio adjusted during scaling-up phase to minimize by-product profile.

    Downstream process integration

    • Introduced after initial pyridine ring assembly, before multi-step amination or further halogen exchange reactions
    • Handled in closed-system glass-lined reactors with in-process HPLC monitoring
    • Integrated into automated batch control to ensure traceability of intermediate stages
    • Waste streams monitored for brominated compound content

    Final product types

    • Oncology API intermediates (pyridyl-substituted kinase inhibitors)
    • Antiviral intermediates with pyridinamine backbones
    • Automated synthesis modules for combinatorial library compounds
    • Fine chemical blocks for contract manufacturing organizations (CMOs)

    2. Agrochemical Active Ingredient Synthesis

    This molecule acts as a building block for nitrogen-containing heterocycle agrochemicals, including selective herbicides and insecticidal active substances. It participates in key condensation steps for producing pyridine- and aminopyridine-based pesticide cores. Quality departments regularly carry out impurity profiling to meet downstream formulator requirements. The raw material's controlled nucleophilicity supports its use in scale-up for amide or carbamate formation routes, minimizing the formation of unwanted halogenated by-products.

    Industry compliance standards

    • FAO/WHO Specifications for Agricultural Pesticides
    • ISO 9001:2015 Quality Management Systems (Agrichem)
    • EU Regulation 1107/2009 (Plant Protection Products Approval)
    • EPA PRN 98-10 (U.S. EPA Reporting Requirements for Pesticide Active Ingredients)

    Typical usage ratio

    • Formulators employ 2,6-diamino-3-bromopyridine in 0.7–1.5 molar equivalents against aldehydes or acid chlorides based on the desired substitution ratio; process teams adjust equivalent ratio based on pilot reaction purity and downstream cyclization yield.

    Downstream process integration

    • Integrated post-halogenation step, prior to sulfonation or amidation in sealed batch reactors
    • Handled under nitrogen atmosphere for sensitive intermediates
    • Staged addition to minimize exotherm during nucleophilic aromatic substitution
    • Subjected to in-process residue screening for compliance with crop protection labels

    Final product types

    • Herbicidal actives (aminopyridine-based)
    • Fungicidal additives for crop protection blends
    • Intermediate blocks for insect-growth-regulator synthesis
    • Structure-specific lead compounds in pesticide R&D

    3. Dye and Pigment Precursor Manufacturing

    Specialty dye producers utilize this intermediate in multi-step syntheses targeting advanced pyridine-based dyes and pigments. Its dual amine and bromine functions give synthetic access to a variety of coupling and condensation routes, supporting efficient chromophore construction for colorant applications with improved lightfastness and stability. Production teams manage color yield and quality by optimizing bromine migration and controlling side reactions, as required by colorant performance standards.

    Industry compliance standards

    • REACH Regulation (EC) No 1907/2006 (EU chemical registration for colorants)
    • ISO 787 standard methods for pigment testing
    • EN 71-3:2019 (Safety of pigments for toys in Europe, migration of certain elements)
    • Industrial Colorant Associations’ purity and heavy metal guidelines

    Typical usage ratio

    • Loadings vary from 10% to 30% molar feed within multi-component electrophilic cyclization batches, depending on desired pigment intensity and target shade; adjusted for batch-to-batch consistency and specific pigment yield targets.

    Downstream process integration

    • Precursor staged to couple with aniline or hydroxybenzene components
    • Added pre-diazo coupling in azo dye manufacture
    • Directly enters condensation step for heterocyclic pigment cores
    • Downstream isolated under controlled temperature to minimize shade drift

    Final product types

    • Pyridine-linked azo dyes for textile and ink sectors
    • Light-stable technical pigments for coatings
    • High-performance markers for fluorescent color applications
    • Colorant intermediates for specialty electronics and solar cell films

    4. Specialty Materials and Electronic Chemicals

    Manufacturers use this compound for the development of advanced electronic materials, especially in the synthesis of charge-transport layers and functionalized pyridine derivatives. Its controlled substitution pattern makes it suitable for structure-specific conductive polymer precursors and custom ligand frameworks, serving the production of electronic-grade components for displays, sensors, and OLED devices. Technical labs maintain strict measures for purity and low trace element content to satisfy device reliability standards.

    Industry compliance standards

    • RoHS Directive 2011/65/EU (Restriction of Hazardous Substances for electronics)
    • IPC-4101 (Electronic laminate and prepreg standards)
    • ISO 14001:2015 (Environmental management for electronics manufacturing)
    • IECQ HSPM QC 080000 Process Management System for hazardous substance control

    Typical usage ratio

    • Feed ratio monitored within 5%–15% of total functional monomer or polymer matrix content, modified per project to influence electron transport or film morphology in finished device materials; adjusted based on analytic feedback from prototype substrate trials.

    Downstream process integration

    • Feeds directly into functionalization reactions under inert atmosphere
    • Utilized for N-substitution in charge-transport polymer synthesis pipelines
    • Engages in ligand-coupling steps for display and sensor materials
    • Integrated with continuous stirred-tank reactors (CSTRs) using real-time spectroscopic monitoring

    Final product types

    • Charge-transport materials for OLED and display technology
    • Conductive polymers for circuits and sensor arrays
    • Monomer blocks for optoelectronic specialty materials
    • Functionalized ligands for coordination chemistry in device R&D
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    More Introduction

    2,6-Diamino-3-Bromopyridine: A Niche Compound Driving Innovation

    Bringing Specificity to Pyridine Chemistry

    Working in a chemistry lab over the years, I’ve noticed how some reagents quietly shape entire fields without much fanfare outside scientific circles. 2,6-Diamino-3-Bromopyridine belongs to that group. It isn’t flashy. Instead, it consistently meets the demands of chemists working on advanced syntheses, especially where subtle reactivity or selectivity shifts are game-changers. With the growth in demand for custom molecules in both pharmaceuticals and material science, this compound has found meaningful use. The presence of both amino and bromo groups on the pyridine ring provides a toolkit of reactive sites that streamline synthetic workflows.

    I have seen reactions stall for weeks just because the starting material keeps branching into side reactions. Introducing 2,6-Diamino-3-Bromopyridine reliably nudges the chemistry in the right direction. This is due to the character of the pyridine core, flanked by amino groups at the 2 and 6 positions, and a bromine at the 3 position. That arrangement gives chemists real control.

    Going Beyond Basic Pyridines

    To really appreciate why this compound matters, it’s worth highlighting the practical differences it brings to the lab bench compared to simpler pyridines. Standard pyridine or even pyridine amines lack the reactivity that the bromine introduces. The bromo group at the 3-position provides an ideal site for cross-coupling reactions, such as Suzuki or Buchwald-Hartwig, leading to new derivatives. The amino groups not only influence the electron density of the ring but also provide handles for further functionalization through acylation, alkylation, or diazotization. This blend of nucleophilicity and electrophilicity across the molecule opens doors to a wide range of routes, something that can’t be said for most unaltered pyridines or simple halopyridines.

    You might look at another substituted pyridine, say 3,5-dibromopyridine, and think it brings similar options, but the truth is, few alternatives balance availability of reactive sites and predictable behavior like 2,6-Diamino-3-Bromopyridine does. It has become crucial for specific coupling strategies and targeted modifications, where precision is expected.

    The Critical Role in Drug Discovery and Development

    Drug development often needs molecules with specific interactions or scaffolds. When working with analogues or designing libraries for screening, 2,6-Diamino-3-Bromopyridine provides an entry point that's hard to replace. The pharmaceutical industry relies on this molecule because the amino group substitutions often mimic those of naturally occurring bases in nucleic acids, while the bromo group’s role in late-stage diversification can push SAR studies forward. A group at a small biotech I worked with used this compound to rapidly iterate on kinase inhibitors by systematically swapping different moieties onto the pyridine ring where the bromine sat, leading to potent and selective candidates. The time saved by having such a flexible starting point was substantial, especially compared to synthesizing those intermediates from scratch.

    The specificity that the amino and bromine groups bring means fewer byproducts and easier purification, critical advantages when screening or preparing grams of intermediates for animal models or early clinical studies. Nearly every medicinal chemistry lab I’ve worked with has a bottle tucked in some cold cabinet drawer, often dusted off at key points in a campaign.

    Usefulness in Material Science and Electronics Research

    2,6-Diamino-3-Bromopyridine’s structure doesn’t just attract pharmaceutical scientists. In materials chemistry, the molecule finds use as a building block in constructing polymers and supramolecular assemblies. The dual amino groups allow it to serve as a linker in forming hydrogen-bonded networks, often found in porous frameworks or advanced polymeric materials. The bromo group stands by for further functionalization by metal-catalyzed reactions, letting researchers introduce a variety of functional groups with precision.

    Consider organic electronics or display technology, where tuning the electronic properties of a material determines how far one can push device performance. Introducing a rigid pyridine core with modifiable amino and bromo sites enables the design of donors, acceptors, or bridging units in sensors or light-emitting materials. In an academic collaboration, colleagues have used this very compound to assemble charge-transfer complexes, helping prototype efficient organic photovoltaics.

    Specifications and Handling from Practical Experience

    While many vendors quote purity over 98% for 2,6-Diamino-3-Bromopyridine, in practice this high level of quality becomes important in complex syntheses where even minor contaminants can create holding patterns. The compound is typically a pale solid, easy to work with under a fume hood, and relatively stable compared to some of its peroxide- or azide-bearing analogues. My own experience working with samples straight from the bottle has been hassle-free—solubility in polar aprotic solvents guarantees smooth reaction setups, especially when setting up microwave-assisted couplings.

    Unlike some specialty chemicals, this compound does not tend to hydrolyze or oxidize rapidly under ambient conditions. It can survive on the shelf for months, even when labs get warm in summer. Properly sealing the container and keeping it out of direct light helps maintain appearance and reactivity.

    Why It Stands Apart from Similar Options

    Comparing this molecule to other halogenated pyridines or amino-substituted derivatives brings out some clear differences. Often, you find yourself choosing between a simple bromo-pyridine for cross-coupling or an amino-pyridine as a scaffold for condensation reactions. Rarely do you come across a molecule that offers both possibilities so cleanly in a single, well-defined structure.

    The bromine atom on the 3-position introduces the possibility of palladium-catalyzed transformations, making it highly sought after in creating aryl or alkynyl linkages. Meanwhile, the two amino groups unlock multiple options for elaboration. In contrast, isomeric compounds with the same groups scattered at different sites typically behave less predictably during reactions and rarely deliver the same yields or consistency in downstream chemistry. Less symmetrical options often complicate purification, an issue I’ve run into when using positional isomers.

    2,6-Diamino-3-Bromopyridine somewhat escapes the compromises chemists usually accept. Its particular pattern of functionalization often saves time, reagents, and labor—three assets usually in short supply on fast-moving research projects.

    Challenges and Limitations in Real-World Use

    While chemists appreciate the unique features of 2,6-Diamino-3-Bromopyridine, it can present a few hurdles. The cost remains higher than that of basic pyridines, often making bulk use impractical for large-scale manufacturing. In pharmaceutical manufacturing, for instance, once laboratory processes transition to pilot scale, teams often face difficult choices about sourcing more affordable intermediates for cost-control. Since the starting materials required to make the compound are specialized and the synthesis involves multi-step procedures, prices reflect both complexity and demand.

    Another recurring issue is the need for careful handling during scale-up. While it handles well for bench-top reactions, some batch runs bring up challenges such as product crystallization or clogging in reaction vessels, especially if temperatures or concentrations drift from tested ranges. I recall one scale-up that produced unexpected emulsions, requiring a couple of long hours troubleshooting workups. It’s a reminder that what works in a hundred-milligram batch doesn’t always translate to industrial processes.

    Though not toxic at acute levels, the combination of aromatic amines and a brominated aromatic ring means that prudent safety measures are smart practice. Gloves, goggles, and proper ventilation remain standard. Formal risk assessments on projects involving this compound have flagged potential irritancy or sensitization, mainly because aromatic amines often react with proteins, sometimes triggering mild skin irritation. My advice after years in the lab is never to get complacent about PPE, even during routine work.

    Emerging Sustainability Concerns and Environmental Footprint

    The chemical community has started to grapple with sustainability in every routine decision. For advanced intermediates like 2,6-Diamino-3-Bromopyridine, the environmental impact comes from both synthesis and end-of-life fate. The production involves brominated precursors, which raises questions about waste mitigation, as halogenated byproducts sometimes require special disposal protocols. I have seen companies transition to green chemistry alternatives where possible, but for now, the chemistry that 2,6-Diamino-3-Bromopyridine enables just isn’t feasible using more benign compounds.

    There is room for optimization, though. Researchers are examining whether catalyst recovery or continuous-flow processes can cut down both resource use and emission of waste. The idea is to recycle reagents during bromo-group installation or to capture and treat effluents before they reach wastewater streams. Sustainable synthetic planning—from supplier selection to end-use—has become more important for labs wanting to keep their environmental impact as low as possible.

    The Human Aspect: Collaboration and Progress

    For those outside research, chemicals like 2,6-Diamino-3-Bromopyridine may sound esoteric. What I’ve seen in years working with this and related molecules is that progress often happens through teamwork—between synthetic chemists, analytical specialists, safety staff, and vendors. When a group sets out to generate a new lead compound or build a custom sensor, each person brings a different perspective. Having access to specialized reagents like this one multiplies what any single scientist can do.

    I remember the sense of excitement in a research team after finally accessing this compound for a stubborn synthetic challenge. Overnight, previously convoluted workarounds became unnecessary. New hypotheses on reactivity or biological activity could be tested with fewer steps, meaning faster innovation.

    Support from experienced suppliers who provide consistent quality removes one more worry. In my own work, I’ve found that reliable sourcing of 2,6-Diamino-3-Bromopyridine meant more time spent making scientific headway and less time untangling analytical uncertainties.

    Potential Solutions for Wider Access and Safer Usage

    Improving affordability and sustainability in using 2,6-Diamino-3-Bromopyridine stands as a key challenge for the next decade. I’ve had conversations with supply chain managers and technical staff about how to lower costs without cutting corners. Advances in synthetic methodology—like employing more efficient catalysts or redesigning purification steps—could address both economics and environmental protection. Adoption of closed-loop manufacturing or implementing greener starting materials may help reduce cost and footprint at the same time.

    On the safety side, organizations continue to provide training and proper lab resources, including up-to-date safety documentation and spill kits. An ongoing dialogue with suppliers on the residual content of potential impurities like polybrominated compounds keeps the risk profiles up-to-date. In my experience, robust sharing of handling tips among chemists at conferences or through online communities spreads best practices rapidly.

    The Value of Specialized Compounds in Progress

    In reflecting on years in the lab, I find specialized compounds like 2,6-Diamino-3-Bromopyridine quietly keep the wheels of discovery turning. They bridge gaps between what’s possible and what’s practical, allowing researchers to leap ahead in complex syntheses, molecular design, and functional materials. Their practical value emerges not from novelty alone, but from the way they save countless hours and open up routes that would otherwise remain blocked by technical dead-ends. This experience, seen in countless project reports and successful collaborations, makes me optimistic that targeted innovation in synthesis and sourcing will keep these tools accessible well into the future.