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5-Methoxy-2-Nitroaniline

    • Product Name 5-Methoxy-2-Nitroaniline
    • Alias 5-Methoxy-2-nitrobenzenamine
    • Einecs 259-496-3
    • 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
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    Specifications

    HS Code

    572572

    Chemical Name 5-Methoxy-2-Nitroaniline
    Molecular Formula C7H8N2O3
    Molar Mass 168.15 g/mol
    Cas Number 17452-02-1
    Appearance Yellow to orange crystalline solid
    Melting Point 140-142 °C
    Boiling Point No data available; decomposes before boiling
    Density 1.37 g/cm³ (estimated)
    Solubility In Water Slightly soluble
    Purity Typically ≥98%
    Synonyms 2-Amino-5-methoxynitrobenzene
    Smiles COC1=CC(N)=C([N+](=O)[O-])C=C1
    Inchi InChI=1S/C7H8N2O3/c1-12-6-3-2-5(8)7(4-6)9(10)11/h2-4H,8H2,1H3
    Storage Conditions Store at room temperature, keep container tightly closed
    Hazard Statements Harmful if swallowed; may cause skin and eye irritation

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

    Packing & Storage
    Packing The packaging is a sealed amber glass bottle, clearly labeled "5-Methoxy-2-Nitroaniline, 25g," featuring hazard warnings and safety instructions.
    Shipping 5-Methoxy-2-Nitroaniline is shipped in tightly sealed containers, protected from light, moisture, and heat. It is packed according to hazardous material regulations due to its potentially harmful properties. Proper labeling and documentation are required to ensure safe handling during transit. Suitable for ground or air shipment, depending on destination.
    Storage Store 5-Methoxy-2-Nitroaniline in a tightly sealed container, away from light, heat sources, and incompatible materials such as strong oxidizers and acids. Keep in a cool, dry, and well-ventilated area, preferably in a chemical storage cabinet. Ensure access is restricted to trained personnel and that appropriate safety measures and labeling are in place to prevent accidental exposure or spills.
    Application of 5-Methoxy-2-Nitroaniline

    Applications of 5-Methoxy-2-Nitroaniline in Industrial Manufacturing

    5-Methoxy-2-Nitroaniline is employed as a specialty intermediate in several focused industrial fields. As a dedicated manufacturer, we supply this material to chemical enterprises engaging in complex synthesis and advanced downstream applications. The sections below detail major use segments in the dye industry, pharmaceutical synthesis, agrochemical intermediates, and specialty pigment production. Each application requires precise process control and adherence to relevant industry standards.

    1. Application in Azo Dye Intermediates Production

    Manufacturers use 5-Methoxy-2-Nitroaniline as a key diazo component for synthesizing high-performance azo dyes. The nitro and methoxy functional groups enable targeted reactions, ensuring reliable chromophore construction. This position-specific substitution allows colorant producers to tailor molecular shades and fastness characteristics required by textile and leather sectors, following strict regulatory limits on aromatic amine impurities.

    Industry compliance standards

    • OEKO-TEX® Standard 100 (textile dyes safety)
    • REACH Annex XVII (restriction on hazardous aromatic amines in coloring agents)
    • ZDHC MRSL (Zero Discharge of Hazardous Chemicals Manufacturing Restricted Substances List for textile supply chain)
    • ISO 9001:2015 certified process control in dye manufacturing

    Typical usage ratio

    • 0.8–1.1 molar equivalents as the primary amine component per diazotization batch
    • Precise ratio alignment with coupling agents such as β-naphthol or resorcinol, adjusted proportional to target dye yield

    Downstream process integration

    • Feeds directly into diazotization reactors under acidified aqueous conditions
    • Coupling steps proceed in slightly alkaline media, forming stable colored compounds
    • Intermediate purification secures low residual precursor content

    Final product types

    • Textile disperse dyes (for polyester/polyamide fibers)
    • Acid dyes for wool and nylon
    • Direct dyes intended for cellulosic fabrics
    • Synthetic leather colorants

    2. Role as a Pharmaceutical Intermediate for API Synthesis

    Fine chemical companies employ this intermediate during multi-step synthesis of specific active pharmaceutical ingredients with methoxy-substituted aniline fragments. Its consistent purity and controlled nitro group content are vital for stepwise hydrogenation and further functionalization. Typical downstream processes emphasize elimination of process-related impurities to comply with GMP and pharmacopoeial validation requirements.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • Current Good Manufacturing Practice (cGMP, FDA 21 CFR Parts 210/211)
    • European Pharmacopoeia and USP monographs (as applicable to downstream APIs)
    • EHS regulations for nitroaromatic handling (e.g., OSHA 1910.119, European CLP Regulation)

    Typical usage ratio

    • 1.0 molar equivalent per batch as a primary starting material
    • Adjusted in pilot scale according to downstream route selectivity and yield, ranging 0.9–1.2 equivalents for successive transformation

    Downstream process integration

    • Charged into high-pressure hydrogenation vessels for nitro group reduction
    • Undergoes amide formation, acylation, or further aromatic substitution, as prescribed in the synthetic scheme
    • Intermediates isolated and purified using crystallization or preparative chromatography

    Final product types

    • Drug precursors for non-steroidal anti-inflammatory agents
    • Intermediates for local anesthetics synthesis
    • Building blocks in generic pharmaceutical manufacturing
    • Reference standards for impurity profiling

    3. Key Intermediate for Agrochemical Synthesis

    Agrochemical formulators incorporate 5-Methoxy-2-Nitroaniline as a starting material in the synthesis of certain herbicide and fungicide active compounds. Its reactivity profile supports selective coupling and reduction steps, leading to high-purity intermediates required for downstream crop protection molecule assembly. All process stages adhere to agrochemical quality management systems and environmental safety protocols.

    Industry compliance standards

    • FAO/WHO guidelines for pesticide specification
    • ISO 9001/14001 for environmental management in agrochemical manufacture
    • EU Regulation (EC) No 1107/2009 on plant protection products
    • Chinese National Standards for technical-grade pesticide intermediates (GB/T 19601, etc.)

    Typical usage ratio

    • Approximately 0.6–1.0 molar ratio in condensed-phase coupling reactions per batch
    • Adjusted according to desired product selectivity and efficacy in multi-step synthetic chains

    Downstream process integration

    • Feeds into reduction reactors or aromatic substitution under controlled conditions
    • Intermediate purification via extraction and distillation to minimize residual contamination
    • Blended with other actives and inert carriers for technical concentrate formulation

    Final product types

    • Triazole-based fungicide intermediates
    • Selective herbicide precursor compounds
    • Technical-grade active ingredients for registered crop protection formulations
    • Intermediates for insecticidal compound synthesis

    4. Use in High-Performance Organic Pigment Manufacture

    Pigment producers deploy this raw material in condensation reactions to generate specialty organic pigments, particularly those for plastics and ink formulations. The consistent substitution pattern on the aromatic ring enables creation of bright, stable pigments matching customer-specified color indices. Production lines demand tight quality hold points and exclusion of color-dulling contaminants, while pigment safety adheres to industrial and consumer regulations.

    Industry compliance standards

    • EN 71-3 Safety of Toys (Migration of certain elements in pigment use)
    • EuPIA Exclusion Policy for Printing Inks and Related Products
    • Regulation (EC) No 1935/2004 for food contact materials (pigment application in packaging)
    • ISO 18451 Pigments and Extenders: Terminology and Specifications

    Typical usage ratio

    • 0.5–0.95 equivalent per pigment condensation reaction unit
    • Adjusted for target chroma and fastness in the pigment synthesis blend

    Downstream process integration

    • Introduced into condensation and coupling reactors, forming pigment backbones
    • Follows crystalline purification and micronization for precise particle sizing
    • Incorporated into masterbatches or dispersions for downstream conversion

    Final product types

    • High-purity organic pigments for plastics
    • Color concentrates for printing inks
    • Colorants for automotive coatings
    • Specialty packaging inks and masterbatches
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    Certification & Compliance
    More Introduction

    5-Methoxy-2-Nitroaniline: Manufacturer's Insights on Quality, Application, and Development

    Introduction to 5-Methoxy-2-Nitroaniline

    Producing 5-Methoxy-2-Nitroaniline requires a practical and experienced approach. The manufacturing journey for this compound draws on the lessons of precision chemistry, close process monitoring, and feedback from industrial application. In our facilities, we work with 5-Methoxy-2-Nitroaniline both as a stand-alone product and as a valuable intermediate within larger synthesis paths. Over the years spent handling its sensitive functional groups, we have come to appreciate the details that elevate its performance across a range of applications.

    Model and Specifications

    We manufacture 5-Methoxy-2-Nitroaniline as a crystalline solid. Typically, our batches deliver the product as pale yellow to yellowish crystals, with occasional variation in shade due to molecular resonance and lot-to-lot solvent traces. Purity exceeds 99% by HPLC in our standard grade, with moisture and volatile contamination capped at a tenth of a percent. Particle size can be tailored at the micron scale by controlled precipitation and sieving, most often shipping in the optimal range for reactor charging and solid-handling compatibility. Chemical composition remains consistent lot to lot, as validated by NMR and mass spectrometry in our lab, allowing for consistent downstream yield and quality in customer operations.

    We keep a close eye on contaminants and byproducts—primarily minor isomeric or demethylated anilines. Modern batch reactors with inert gas control, matched with staged purification, allow us to drive side-reaction rates below meaningful thresholds. This hands-on batch control requires daily attention from skilled staff. We test every batch with industry-recognized techniques, adhering to quality agreements built with our partners.

    The Value of 5-Methoxy-2-Nitroaniline in Synthesis

    In practical chemistry, this molecule occupies a precise space among starting materials. Its dual activating and deactivating groups—methoxy and nitro on the aniline ring—let chemists steer reactivity with high selectivity. This selectivity proves valuable in constructing pharmaceuticals, advanced pigments, specialty dyes, and agrochemical substances. Functionalization strategies often rely on regioselective transformations, where the methoxy group modulates electronic density for downstream coupling or substitution reactions. The nitro group remains a trusted anchor for subsequent reduction, cyclization, or ring modification steps.

    Among our partners, requests for 5-Methoxy-2-Nitroaniline most frequently arise during early process development for APIs and high-performance materials. The compound shifts the balance between reactivity and stability in ways that few alternatives can match, reducing side-product costs in both kilo-lab and pilot plant settings. The chemical’s role as a building block persists through years of route optimization, with research teams revisiting its properties even as route economics change.

    Distinctions from Other Aromatic Anilines and Nitrophenols

    Not all aromatic amines behave the same under synthetic conditions. Comparing 5-Methoxy-2-Nitroaniline to its close relatives—like 4-methoxy-2-nitroaniline or unsubstituted 2-nitroaniline—clarifies why its adoption continues to expand. The placement of the methoxy group in the 5-position on the ring shifts both reactivity and physical handling. Solubility profiles change, especially in polar aprotic solvents, which simplifies dissolution in batch or continuous reactors. Reaction rate acceleration in certain catalytic or nucleophilic aromatic substitution steps sets it apart from less substituted variants.

    Unsubstituted nitroanilines tend to produce broader impurity profiles under identical process temperatures. The 5-methoxy group not only stabilizes the product itself during isolation but also increases selectivity during nitro group reductions—critical for downstream product purity in medicinal and pigment chemistry. These differences might seem minor, but years of trial, scale-up trouble, and yield review have shown the cumulative savings that come from such structural distinctions.

    Operational Experience from a Producer’s Perspective

    Running kilo-scale and multi-tonne batches of 5-Methoxy-2-Nitroaniline brings unique challenges and learning moments. Managing reaction exotherms during O-methylation or nitration, ensuring uniform heat distribution, refining energy management systems, and handling nitrogen-oxides byproducts all require robust engineering. Staff training and a deliberate pace help maintain safety during critical steps, especially when process intensification shortens cycle times.

    Many customers assume that aromatic building blocks are widely available and interchangeable, but our manufacturing records tell a deeper story. Addressing minor variances in impurity carryover or crystal morphology can determine success in downstream hydride reductions or Pd-catalyzed coupling reactions. Technical managers from our team spend hours reviewing data with customers, troubleshooting reactor charging flows and crystallization profiles in real time.

    Handling regulatory compliance remains central. With supply chain transparency and traceability now ever more important, especially post-2020, our QA teams maintain detailed batch records, change control files, and raw material trace statements. This documentation forms a backbone of the trust we share with our long-term partners.

    Safe Use and Environmental Responsibility

    Working with nitroaromatics always demands respect for safety. Our plant-wide protocols address containment, personal protective equipment, and air scrubbing. At scale, even small losses to air or water streams call for immediate investigation and remediation. We maintain zero-tolerance policies for improper waste disposal.

    We have moved away from older, more hazardous solvents in our purification process. Our wastewater is treated on-site, and we continually audit utility usage to keep process footprints below regulatory thresholds. Exchange with industry peers and consortia sharpens our risk assessment standards.

    Our R&D staff routinely revalidate synthetic steps, searching for ways to reduce solvent inventory, upgrade to greener catalysts, and minimize side-waste generation. Where applicable, we have explored mild oxidants and safer methylating agents, both for regulatory compliance and to maintain a safer workplace. The experience gained in handling nitro-containing intermediates influences the way we plan every expansion.

    Supporting R&D and Customer Applications

    Beyond manufacturing, we support customer R&D directly. Many innovations rely on detailed knowledge of intermediate reactivity and compatibility with other reagents. Our technical teams regularly troubleshoot synthetic bottlenecks, offer alternative purification recommendations, and interpret spectral data when unknowns arise.

    We share anonymized case studies showing how small changes in crystal form or drying air humidity have affected critical reactions. These details can seem trivial at the bench, but at metric-ton scale, aggregation or stickiness can disrupt whole production days. Lab managers from client teams have benefitted from access to our archived in-process control data, which helps resolve issues with reproducibility or unexpected color changes.

    For pilot plant managers, a consistent lot-to-lot supply equates to fewer operational surprises. We work alongside chemical engineers to adjust batch sizes and packaging to fit new automated dosing equipment. As process chemistry moves toward automation, we integrate with digital batch tracking and inventory systems for fast lot identification, helping audit trails meet current GxP requirements.

    Continuous Improvement and Investment in Infrastructure

    Our investment strategy revolves around process robustness. Each time we debottleneck an isolation step or automate a sampling point, the benefits carry downstream. Our maintenance team upgrades pumps and piping for compatibility with intermediate solutions, which, in the case of 5-Methoxy-2-Nitroaniline, can mean selecting polymers that resist swelling from aromatic traces. Good fixturing and redundant controls percolate into reliability statistics that auditors can measure.

    Historically, technical debt accumulates when companies only make minimal upgrades. We prioritize preventive over corrective maintenance, gaining longer uptime between planned overhauls. Our on-the-floor feedback network, from supervisors spotting early signs of clogging filters up through Lean process reviews, identifies points for intervention that ultimately reduce non-conformance rates.

    Debrief sessions follow every unusual event—be it batch deviation, shortfall, or delivery delay. Improvement logs form the basis for new SOP drafts and facility upgrades. Open collaboration with trusted equipment and reagent suppliers gives us early warning of supply risks or technological advances that might influence future product offerings.

    Perspectives on Market Needs

    Customer requests inform most of our production planning. Across industrial sectors, we see persistent growth in demand for arylamine intermediates with clean side-chain selectivity and low-residue profiles. As the complexity of downstream molecules increases, reproducibility in each input matters even more. Early-stage collaboration allows better forecasting for both volumes and timelines. Our sales engineers have learned to read the signs of new trends—rising inquiries about tighter purity specs or interest in flow-friendly lots often signal a shift in industry requirements before public reporting.

    Our experience points toward increasing interest in compounds like 5-Methoxy-2-Nitroaniline in both medicinal chemistry and polymer-bound chromophores. As process intensification strategies gain ground, the need for starting materials that behave consistently under novel process conditions—microwave, ultrasound, photochemistry—increases. The growing market for high-performance pigments and specialty coatings also draws on demand for advanced aromatic amines with tight impurity control.

    Customers in regulated markets, especially in North America, Europe, and East Asia, have developed stricter standards since 2020, especially as global disruptions highlighted the need for stable, transparent supply. We meet audits by providing not only certificates of analysis but also detailed manufacturing process descriptions under NDA. This transparency underpins trust and eliminates downstream surprises.

    Technical Challenges and Lessons Learned

    Scaling the production of 5-Methoxy-2-Nitroaniline illuminated a few persistent hurdles. The balance between reaction throughput and product isolation requires patience. Nitration reactions bear monitoring for runaway risk and side-product formation, especially in older plant designs without advanced calorimetry. We refined reaction charging sequences and agitation patterns to improve yields and keep impurity spikes from creeping across batch records.

    In the past, insufficient mixing led to localized hot spots, causing color impurities and inconsistent filtration. We invested in high-shear mixing and temperature feedback systems, reducing these inefficiencies. Continuous feedback from the QA lab prompted upgrades to analytical equipment, cutting turnaround time on batch release and supporting good practices in trace impurity ID. As a result, residual metals and organic impurities have fallen below customer-required thresholds.

    Handling this compound every day, we have learned to trust data and respect incremental improvements—a pragmatic approach that keeps both quality and safety at the heart of our operation.

    Future Directions for 5-Methoxy-2-Nitroaniline Production

    Sustained commitment to transparency and technical rigor forms the core of our manufacturing culture. We expect demand for high-purity, reproducible aromatic amines to expand alongside complex pharmaceutical and specialty materials pipelines. As process innovations move lab chemistry toward digital, integrated production frameworks, the role of stable intermediates only intensifies.

    Our ongoing development efforts include investigating greener synthesis methods, both to meet regulatory requirements and lower our own operating costs. Development teams test solvent substitutions, work on energy integration during exothermic steps, and collaborate with plant engineers to slice minutes off reaction and cooling sequences. Every round of upgrades opens the door to more reliable customer supply and sparks new partnerships with clients searching for consistency and technical support.

    The journey with 5-Methoxy-2-Nitroaniline has been defined by collaboration, learning from downstream partners, and dedication to incremental advances. Day-to-day production never loses sight of the connection between the details on a specification sheet and the realities of workplace safety, plant reliability, and the evolving requirements of global customers.