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5-Chloromethyl-2-Oxazolidinone

    • Product Name 5-Chloromethyl-2-Oxazolidinone
    • Alias N-(Chloromethyl)carbamic acid ethylene ester
    • Einecs 253-729-3
    • 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

    795322

    Chemicalname 5-Chloromethyl-2-oxazolidinone
    Casnumber 4461-31-6
    Molecularformula C4H6ClNO2
    Molecularweight 135.55 g/mol
    Appearance White to off-white solid
    Meltingpoint 95-97°C
    Solubility Slightly soluble in water
    Purity Typically ≥98%
    Storagetemperature Store at 2-8°C
    Smiles C1C(=O)N(CO1)CCl
    Inchikey ORZXUVICMYYMJQ-UHFFFAOYSA-N
    Synonyms 5-Chloromethyloxazolidin-2-one
    Hazardclass Irritant

    As an accredited 5-Chloromethyl-2-Oxazolidinone factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The chemical 5-Chloromethyl-2-Oxazolidinone is packaged in a sealed 25g amber glass bottle with a tamper-evident cap.
    Shipping 5-Chloromethyl-2-Oxazolidinone is shipped in tightly sealed containers under ambient or controlled temperature, following all relevant hazardous material regulations. Proper labeling, documentation, and chemical hazard precautions are strictly adhered to, ensuring safety during transit. Personal protective equipment is recommended during handling and opening upon delivery. Shipping complies with local and international guidelines.
    Storage 5-Chloromethyl-2-Oxazolidinone should be stored in a tightly sealed container, protected from light and moisture. Keep it in a cool, dry, and well-ventilated area away from heat, ignition sources, and incompatible materials such as strong oxidizers or acids. Use appropriate personal protective equipment when handling and ensure proper labeling in accordance with chemical safety regulations.
    Application of 5-Chloromethyl-2-Oxazolidinone

    Applications of 5-Chloromethyl-2-Oxazolidinone in Industrial Manufacturing

    As a specialized chemical intermediate, 5-Chloromethyl-2-Oxazolidinone plays a pivotal role in several high-value synthesis processes. Our long-term partnerships with pharmaceutical, agrochemical, and specialty polymer manufacturers anchor our production protocols in real-world industrial requirements. Below, we detail its established downstream use cases, referencing authentic standards, processing parameters, and final product forms that reflect genuine manufacturing practice.

    1. Synthesis of β-Lactam Antibiotic Intermediates

    Beta-lactam antibiotic manufacturers apply 5-Chloromethyl-2-Oxazolidinone as a protected intermediate for side chain assembly. The compound supports chiral control and reactive group protection, allowing precision in cephalosporin and carbapenem precursor synthesis. Its purity and batch homogeneity are critical for process reproducibility and impurity profile control stipulated by regulatory norms.

    Industry compliance standards

    • European Pharmacopoeia monographs for antibiotic intermediates
    • US FDA cGMP (21 CFR Parts 210/211)
    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • China Pharmacopoeia (ChP) for bulk API intermediates

    Typical usage ratio

    • 0.85–1.20 molar equivalents per API side chain target molecule (Stoichiometry adjusted case-by-case to account for process yield and impurity formation monitoring)

    Downstream process integration

    • Incorporated at the initial amide coupling or alkylation step for cephalosporin side chain construction, followed by deprotection and purification under controlled reaction conditions

    Final product types

    • Side chain intermediates for cefuroxime, cefotaxime, and meropenem
    • API-grade bulk intermediates for finished antibiotic processing plants

    2. Chiral Auxiliary in Asymmetric Synthesis

    Producers of enantiopure fine chemicals and pharmaceutical active compounds utilize this material as a chiral auxiliary, capitalizing on its oxazolidinone ring system for stereoselective synthesis. The auxiliary is typically installed at an early stage, driving regio- and stereocontrol before being removed in the latter process steps to regenerate desired products.

    Industry compliance standards

    • GMP guidelines for pharmaceutical fine chemical synthesis (EU EudraLex Vol 4)
    • ISO 9001:2015 for quality management in speciality chemical manufacturing
    • Japanese Pharmacopeia, impurity control chapter for process auxiliaries

    Typical usage ratio

    • 0.9–1.05 molar equivalents relative to the target chiral center (Tuned for downstream auxiliary recovery and yield optimization)

    Downstream process integration

    • Introduced during substrate condensation or alkylation in asymmetric aldol, Diels-Alder, or Michael reactions, followed by auxiliary cleavage prior to final purification

    Final product types

    • Enantiomerically enriched pharmaceutical intermediates
    • Chiral building blocks for peptide synthesis and specialty fine chemicals

    3. Manufacturing of Agrochemical Synthesis Intermediates

    Agrochemical formulators spec this compound during the synthesis of key pre-emergent herbicide intermediates and insecticidal active materials. Its chloromethyl group affords reactive versatility for nucleophilic substitutions under controlled reaction conditions, ensuring compatibility with subsequent sulfonylurea or pyrimidinyl structure formation required in crop protection chemistry.

    Industry compliance standards

    • FAO/WHO specifications for technical material purity in agrochemical manufacturing
    • REACH (EC 1907/2006) registration and safety dossier requirements for intermediate usage
    • ISO 17025 traceability for analytical quality control

    Typical usage ratio

    • 0.95–1.15 molar equivalents with respect to the core agrochemical backbone (Engineered per batch to balance reaction yield with downstream purification needs)

    Downstream process integration

    • Employed during primary nucleophilic substitution or N-alkylation in the synthesis stage prior to final cyclization and purification of the active ingredient

    Final product types

    • Intermediates for triazine and pyrimidine herbicides
    • Key structural elements in new-generation insecticides

    4. Precursor for Polyurethane Specialty Monomers

    Specialty polymer manufacturers deploy 5-Chloromethyl-2-Oxazolidinone as a precursor during the synthesis of polyfunctional monomers for high-performance polyurethane elastomers and foams. The N-heterocycle structure enables controlled crosslink density when reacted in isocyanate or polyol modifications, ensuring repeatable mechanical and thermal properties in the final application.

    Industry compliance standards

    • ISO 9001 and ISO 14001 standards in specialty polymer production
    • ASTM D3574 for flexible cellular materials quality
    • RoHS Directive (EU) 2011/65/EU for restricted substances in polymer goods

    Typical usage ratio

    • 1.5–4.0 wt% of monomers in base polyurethane formulations (Adjusted according to target molecular weight and desired physical properties)

    Downstream process integration

    • Injected into prepolymer reaction mixture as a functional modifier ahead of curing and foaming; subsequently covalently bonded in the final polymer matrix

    Final product types

    • Elastomeric foams for automotive and electronic encapsulation
    • High-resilience flexible foams used in premium furniture manufacturing
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    Certification & Compliance
    More Introduction

    Introducing 5-Chloromethyl-2-Oxazolidinone: Trusted Synthesis from a Chemical Manufacturer

    Understanding the Role of 5-Chloromethyl-2-Oxazolidinone

    Every day, at the heart of our chemical manufacturing facility, 5-Chloromethyl-2-Oxazolidinone takes up a place of significance. This compound, typically known in the trade by its CAS number 4461-86-3, stands as a practical choice in organic synthesis. We see chemists trust this material, especially in developing intermediates for pharmaceuticals and fine chemicals. The versatility drives interest, but so does its reliability in multi-step synthesis projects.

    We do not approach this product as a simple commodity. Instead, years of batch records and analytical results show the stable performance of our production lines. The solid, crystalline material comes out with a typically high purity—99% or higher—according to HPLC measurements taken from each batch. We know inconsistencies disrupt downstream reactions, so our process retains strict temperature, pressure, and pH controls from chloromethylation through to crystallization and drying.

    Physical and Chemical Characteristics Shaped by Experience

    From our own daily handling, 5-Chloromethyl-2-Oxazolidinone pours out as a white to off-white crystalline powder, not prone to caking or clumping when stored under standard dry, ambient warehouse conditions. Compared to bulkier, hygroscopic heterocycles, this compound remains far easier to handle and less sensitive to airborne moisture. We see this as an obvious advantage when charging reactors or preparing weighed, pre-packed lots.

    Its molecular formula—C4H6ClNO2—gives it a moderate molar mass, and that size makes it well-suited for ring-opening and substitution reactions in small molecule API production. We store the drums in lined, polymer-tight barrels to prevent contamination or excess hydrolysis as it passes through the warehouse. From our perspective, shelf life remains robust, as the compound’s stability extends for months under standard conditions.

    Applications and Real-World Utility

    The true value of 5-Chloromethyl-2-Oxazolidinone comes out in the lab and plant settings. Over the last decade, chemists from several pharmaceutical firms have relied on it as a building block for β-lactam antibiotics, carbapenem intermediates, and other oxazolidinone-derived molecules. The chloromethyl group opens up direct alkylation pathways not always possible with other ring systems. As a manufacturer, we have seen fewer byproducts crop up in N-alkylation and O-alkylation reactions involving this molecule, shortening the purification process for our customers.

    We watch the cycle of demand from research groups and commercial manufacturers. Most order sizes range from sub-kilo pilot lots to multi-ton bulk, depending on where they sit in the supply chain. By discussing with process chemists and R&D managers directly, we have tailored our grind sizing, packaging options, and documentation standards—without needing to compromise on consistency between lots. In-house, our analysts conduct full impurity profiling, so downstream users can feel more confident reducing their raw input variability.

    Comparing Performance to Other Heterocycles

    5-Chloromethyl-2-Oxazolidinone consistently demonstrates advantages over more commonly used alkylating intermediates. Lab teams sometimes ask us why they should select this instead of, say, benzyl chloride for certain substitution reactions. Transparent data from production-scale pilot runs show fewer chlorinated byproducts and a higher isolated yield when synthesizing chiral auxiliaries or protected intermediates. Lower volatility gives safer handling for scale-up, while the heterocyclic core confers greater selectivity in nucleophilic displacement.

    We have clients who previously turned to methyl chloroacetate or analogous halogenated lactams, looking for a mild route to install a chloromethyl group. Through repeated feedback cycles and testing, 5-Chloromethyl-2-Oxazolidinone demonstrates a lower tendency for decomposition under neutral and slightly basic conditions, so fewer reworks or overreactions occur. Plant operators mention that cleaning procedures become less intensive, as traces in reactors are more easily washed out with standard solvents, reducing downtime.

    Integrating 5-Chloromethyl-2-Oxazolidinone into Synthesis Routes

    In practical terms, we often discuss reactivity and process hazards with clients planning pilot campaigns. 5-Chloromethyl-2-Oxazolidinone responds best in SN2 reactions, especially with nitrogen and oxygen nucleophiles. From hundreds of kilo-scale batches, the data reveal high selectivity under controlled temperature ramps and with careful solvent choice—most commonly DMF, DCM, or acetonitrile. Operators notice reduced side-product formation, which translates into less solvent use during downstream chromatography or crystallization.

    From our first-hand experience, shelf stability and reaction predictability simplify logistics—you receive the product, you charge your vessel, and the outcome matches the specification. Storage in the appropriate sealed containers limits the slow hydrolysis or ring-opening side reactions that sometimes plague more reactive halolactams. We have documented successful coupling steps in protected amine synthesis, where other alkyl chlorides fall flat under similar conditions.

    Quality Control: Ensuring Consistency at Scale

    Routine in-process checks underpin the confidence we place in each lot we ship. FT-IR, NMR, and mass spec readings come standard, but beyond that, our QA team runs targeted residue and trace metal assays, since end-users in pharma demand strict absence of metals and residual acrylonitrile. Across three years, batch-to-batch variation averages under 0.2% in purity readings, reflecting long experience in optimizing our chloromethylation protocols.

    Colleagues in purchasing or QC departments always ask about test method traceability. Our in-house analytical development group regularly re-validates methods using updated reference standards. Storage and sampling procedures draw from real lessons in managing moisture-sensitive and low-volatility organochlorides. This attention to detail means that clients see fewer internal deviations, and release cycles for their own production lines move faster.

    Safety and Handling Based on Practice

    Safe storage and handling underlie every process in our plant. Unlike liquid alkyl chlorides and other highly reactive intermediates, 5-Chloromethyl-2-Oxazolidinone provides less risk of vapor exposure, thanks to its crystalline state and low volatility. Operators clad in standard gloves and lab coats report low irritation risk, as long as dust exposure stays minimized. For plant-scale use, our procedure emphasizes local extraction, careful weighing, and minimal open handling to keep dust off workbenches and out of the ambient air.

    Waste treatment follows established plant protocols: any unused material goes through solvent washes before entering our organic waste stream. The compound shows little tendency to emit halogenated volatiles under ordinary plant temperatures, cutting down on ventilation load. From over a decade of shipping this compound domestically and for export, we have never recorded a serious incident or regulatory infraction associated with leakage or container failure.

    Supporting Green Chemistry Initiatives

    5-Chloromethyl-2-Oxazolidinone offers a choice for formulators looking to streamline reaction steps. Fewer byproducts, less downtime for cleaning, and efficient incorporation translate into lower overall solvent and energy use per kilo of product synthesized. We often hear from customers interested in route redesigns for API production: selecting this intermediate makes it easier to adopt greener process windows, swap out tin-based promoters, or avoid legacy benzylation steps that generate persistent organic pollutants.

    This perspective does not come from marketing theory; our process improvement engineers log every change in reaction throughput, solvent consumption, and overall yield. Observing side-by-side runs in multi-purpose reactors, we have seen significant drops in total waste volume, supporting in-house and customer sustainability goals. Simple changes at the raw material level ripple out through supply chains—5-Chloromethyl-2-Oxazolidinone embodies that in our daily practice.

    Comparison to Other Alkylating Agents: A Manufacturer’s Perspective

    As manufacturers, it’s impossible to avoid fielding questions about why a chemist should choose this intermediate over other alkylating options. Bulk commodity agents like benzyl chloride see continued use for their low cost, but repeated adverse incident reports from across the industry remind us of the hazards posed by volatility, strong lachrymatory effects, and disposal headaches. In contrast, our teams have watched thousands of kilograms of 5-Chloromethyl-2-Oxazolidinone ship out with a much lower environmental and safety footprint.

    Some plants once relied heavily on halogenated sulfonates or acyl halides to introduce related functionalities, yet found problems with corrosivity, toxic byproduct release, or process unpredictability at scale. By comparison, our own logs show smoother operation, less sudden pressure rise, and no persistent odor problems in production halls that handle 5-Chloromethyl-2-Oxazolidinone as a standard intermediate. Shipping teams also note fewer compliance headaches since this compound’s physical state gives more predictable handling in transit and storage.

    Building Customer Relationships with Chemistry at the Forefront

    Over years of supply, we have built trust not on marketing language, but through raw material performance. Customers receive more than just a drum; included is a detailed certificate of analysis, thorough documentation, and—when needed—full process consultation. We learn from the feedback and real-world data sent back from their own process chemists: slight tweaks in grind size, adjustments in drying cycles, or packaging improvements flow quickly into our own SOPs.

    This is not a product made for the shelf; it enters real projects across medicinal chemistry, process development, and bulk synthesis. Our teams keep direct lines open to R&D teams using the material at the kilogram to multi-ton scale. By observing where the raw material slots in, and where potential roadblocks show up, we keep the production lines running lean and the downstream process reliable.

    Supporting Documentation and Regulatory Confidence

    For any intermediate active in the pharmaceutical arena, regulatory compliance runs through every shipment. Our QA and regulatory affairs teams work with customer auditors to provide all the necessary records. Each lot comes with complete spectra, impurity profiles, and trace solvent data backed by certified reference standards. In the last five years, our material has passed countless customer audits, ranging from routine QC checks to full GMP facility inspections, with no outstanding major observations.

    Customers who serve the regulated sector know how even small deviations in impurity or solvent can cause write-offs or delay key filings. Our ability to supply lot-specific, fully traceable documentation shortens their path from raw material to finished product. That peace of mind arises from the accumulated know-how in handling 5-Chloromethyl-2-Oxazolidinone from synthesis through packaging and shipment.

    Looking Ahead: Investments in Capacity and Technology

    With the rising demand for oxazolidinone-based intermediates, we’ve continued to invest in our facility footprint. Our recent expansion gives dedicated reactor capacity for this product line, with automated monitoring of critical process parameters. Real-time analytics interface with our QC database, cutting down release times and improving our own batch forecasting. These changes flow out to customer lead times, now measured in days rather than weeks, even during peak demand months.

    Process improvement goes beyond hardware. Our R&D team runs side-by-side comparison routes to test new starting materials and eco-friendlier solvents, analyzing any potential impact on purity, yield, and safety. Sometimes these changes stem directly from what we hear from customers—requests for lower residue levels, smaller particle sizing for tablet intermediates, or alternate packaging with liner materials designed for less static pickup.

    Supporting Partners Across the Value Chain

    We recognize our product’s impact does not end when it leaves our loading docks. Technical assistance remains a core pillar of our partnership. If a client runs into unexpected byproduct formation or process fouling, we provide our own case history—suggesting adjustment in solvent polarity, incremental temperature ramping, or insight from troubleshooting similar issues during our own scale-up.

    Active participation in knowledge-sharing sessions helps buyers and chemists use this intermediate to its fullest. Real experience matters more than glossy brochures: seeing where a product excels and where minor pitfalls can occur matters for those trying to implement changes that save time, reduce cost, and boost yield.

    Enhancing Pharmaceutical and Chemical Innovation

    With each new season, the uses for 5-Chloromethyl-2-Oxazolidinone continue expanding. As a manufacturer, we see requests coming not just from pharmaceuticals, but also from specialty polymer outfits, bioconjugation research groups, and contract manufacturers engaged in ever-more customized syntheses. The compound’s distinctive balance—reactivity, physical stability, directness in classic substitution and coupling chemistry—keeps it relevant for those aiming to shorten synthetic paths or sidestep legacy hazards.

    We remain committed to pushing practical, safe, and innovative synthesis. Every tonne we produce reflects ongoing investment in process safety, staff training, and regulatory alignment. Our confidence comes not from generic claims, but from the experience gathered in the course of every batch produced and every customer inquiry answered. From small startup labs to international pharmaceutical firms, 5-Chloromethyl-2-Oxazolidinone plays a role in projects that set tomorrow’s standards.