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2-Amino-5-Chlorobenzonitrile

    • Product Name 2-Amino-5-Chlorobenzonitrile
    • Alias 5-Chloroanthranilonitrile
    • Einecs 225-025-9
    • 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

    430755

    Cas Number 22288-78-4
    Molecular Formula C7H5ClN2
    Molecular Weight 152.58 g/mol
    Appearance Off-white to yellowish crystalline powder
    Melting Point 96-100 °C
    Purity Typically ≥98%
    Solubility Slightly soluble in water, soluble in organic solvents
    Density 1.31 g/cm³ (approximate)
    Smiles C1=CC(=C(C=C1N)Cl)C#N
    Inchi InChI=1S/C7H5ClN2/c8-6-2-1-5(10)4-7(6)3-9/h1-2,4H,10H2
    Synonyms 5-Chloro-2-aminobenzonitrile
    Storage Conditions Store in a cool, dry, and well-ventilated place
    Ec Number 244-813-2

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

    Packing & Storage
    Packing A 100-gram amber glass bottle with a secure screw cap, labeled "2-Amino-5-Chlorobenzonitrile" and detailed hazard information.
    Shipping 2-Amino-5-Chlorobenzonitrile is shipped in tightly sealed containers, typically packed in accordance with chemical safety regulations. Ensure storage in a cool, dry, well-ventilated area, protected from moisture and incompatible substances. Handle with appropriate safety precautions including gloves and goggles, and comply with local, national, and international transport regulations for restricted chemicals.
    Storage 2-Amino-5-Chlorobenzonitrile should be stored in a tightly closed container in a cool, dry, well-ventilated area, away from direct sunlight, heat, and moisture. Keep it separate from incompatible substances such as strong oxidizing agents. Store at room temperature, and ensure the storage area is equipped with appropriate spill containment and labeled accordingly. Handle with gloves and protective eyewear.
    Application of 2-Amino-5-Chlorobenzonitrile

    Applications of 2-Amino-5-Chlorobenzonitrile in Industrial Manufacturing

    2-Amino-5-Chlorobenzonitrile serves as a critical intermediate in a range of specialized industrial processes, particularly within pharmaceutical, agrochemical, pigment, and specialty chemical manufacturing. As the original producer, we directly supply major downstream plants that incorporate this raw material into their multi-step production systems. The following application scenarios demonstrate real-world industry usage and compliance requirements.

    1. Pharmaceutical Intermediate for Active Ingredient Synthesis

    Pharmaceutical manufacturers use this compound as an advanced intermediate in the production of several antidiabetic and antihypertensive drugs. It enters the synthesis route during the formation of heterocyclic scaffolds through nucleophilic aromatic substitution and subsequent cyclization reactions. Standard operating procedures require stringent handling to prevent cross-contamination and guarantee batch-to-batch consistency. Direct incorporation typically follows validated process routes as registered in the Drug Master File.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 211 (cGMP for finished pharmaceuticals)
    • Pharmacopoeia monographs (USP, EP, JP) for intermediates—referenced as part of API regulatory filings
    • EDQM CEP processes for certified API intermediates

    Typical usage ratio

    • 0.6–1.1 mole equivalent per mole of final API core
    • Operators adjust stoichiometry based on target yield, impurity profile, and scalability study in pilot and commercial runs

    Downstream process integration

    • Hydrolysis, condensation, or cyclization steps post nitrile activation
    • Direct batch charging into glass-lined or stainless-steel reactors under inert atmosphere
    • Integration into multi-step continuous or fed-batch systems depending on API complexity

    Final product types

    • Antidiabetic API intermediates (e.g., for gliptin-class pharmaceuticals)
    • Antihypertensive key starting materials
    • Heterocyclic scaffolds for research compounds
    • Registered bulk pharmaceutical intermediates for export formulations

    2. Agrochemical Synthesis for Herbicide Formulation

    In agrochemical manufacturing, this compound acts as a selective precursor within the synthetic routes for phenoxy and pyridine-based herbicides. Technical-grade product batches are implemented in controlled environments to minimize residual contaminants, following established protocols. Batch QC procedures include HPLC and GC-MS analysis to confirm identity and purity prior to integration in downstream coupling reactions that yield active pesticide molecules.

    Industry compliance standards

    • FAO/WHO Specifications for Pesticide Active Ingredients
    • ISO 9001:2015 for chemical supply chain quality control
    • EU Regulation (EC) No 1107/2009 for plant protection products
    • China GB/T 1600-2001 for technical agrochemical intermediates

    Typical usage ratio

    • 0.8–1.3 equivalent per mole of final herbicidal core
    • Ratio optimized to drive high selectivity in condensation or substitution reactions, based on synthesis scale and target compound

    Downstream process integration

    • Introduced during heterocycle ring closure or chlorination steps in herbicide technical synthesis
    • Continuous addition monitored by in-line spectroscopy for yield optimization
    • Precipitation and isolation steps designed to recover unreacted intermediate

    Final product types

    • Phenoxy herbicide technical material
    • Pyridine-based herbicide intermediates
    • Precursor to selective weed control actives
    • Bulk pesticide intermediates for formulation into EC and WP

    3. Pigment Intermediate for High-Performance Dyes

    Manufacturers in the pigment sector incorporate this nitrile compound into the synthesis of high-performance azo and anthraquinone dyes. The aniline and nitrile functionalities facilitate precise diazotization and coupling reactions, enabling the controlled production of intense and durable colorants. Material purification and trace metal analyses form mandatory steps to comply with downstream formulation requirements for textile and plastic colorants.

    Industry compliance standards

    • EU REACH Regulation (EC) No 1907/2006
    • OEKO-TEX Standard 100 for hazardous amines in dye components
    • ISO 9001:2015 for batch release and consistency
    • ZDHC MRSL for zero discharge of hazardous chemicals compliance in dyes

    Typical usage ratio

    • 0.7–1.5 mole equivalent depending on target chromophore
    • Adjustments made for maximal dye yield and colorfastness, according to specific end-use sector (textile, plastic, ink)

    Downstream process integration

    • Direct diazotization in aqueous or organic phase, followed by coupling with aryl or alkyl substrates
    • Purification and recrystallization steps to remove inorganic residues and isomeric byproducts
    • Integration with dispersing or grinding media for particle size control

    Final product types

    • Azo dyes for textile printing
    • Anthraquinone pigments for plastics
    • Specialty ink colorants for digital printing
    • Color dispersions used in automotive coatings

    4. Intermediate for Specialty Chemical Synthesis (UV Absorbers)

    In the specialty chemical industry, manufacturers rely on this compound for downstream synthesis of benzotriazole-type UV absorbers and stabilizers. Its structural features enable controlled functionalization during cyclization and substitution stages, producing compounds effective in light stabilization for plastics, coatings, and adhesives. Stringent material qualification ensures the absence of trace impurities that could affect UV stability or migration in the ultimate applications.

    Industry compliance standards

    • EU Regulation (EC) No 1272/2008 (CLP) for classification, labeling, and packaging
    • ISO 14001:2015 for environmental management in specialty chemical production
    • UL 94 and RoHS Directive 2011/65/EU for finished plastic products
    • SQAS (Safety & Quality Assessment for Sustainability) audit protocols for chemical sites

    Typical usage ratio

    • 0.75–1.2 equivalent per target benzotriazole core
    • Operators adjust ratio based on desired UV absorption spectrum and stabilization efficiency in masterbatch production

    Downstream process integration

    • Cyclization via acid or base-catalyzed pathways in batch reactors
    • Blending with other monomers or additives during melt mixing or compounding
    • Integration in pre-polymerization stages for plastics or coatings manufacturing

    Final product types

    • Hindered amine light stabilizers (HALS)
    • Benzotriazole UV absorbers for plastics and coatings
    • Light protection agents for adhesives and films
    • Specialty masterbatches with extended weatherability
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    Certification & Compliance
    More Introduction

    Introducing 2-Amino-5-Chlorobenzonitrile: Manufacturer’s Experience and Insights

    The Product at a Glance

    Producing chemical building blocks takes patience, experience, and attention to detail. Years of hands-on synthesis and feedback from laboratories and plants have shaped how we develop and optimize 2-Amino-5-Chlorobenzonitrile, a compound found in the toolkits of many specialty chemical manufacturers, pharmaceutical innovators, and pigment producers. Here, practical insight goes hand-in-hand with production know-how.

    For our model of 2-Amino-5-Chlorobenzonitrile, the typical physical form is a pale to off-white crystalline powder. We maintain purity at or above 99 percent by high-performance liquid chromatography to satisfy analytical, intermediate, and formulation requirements. Melting point often falls close to 100°C, as confirmed batch after batch in our lab. Each lot passes stringent moisture and impurity benchmarks, where Karl Fischer titration keeps water content tightly controlled and GC screens for residual solvents and byproducts. You can expect batch reproducibility and lot-to-lot tracking, as each run is monitored from reaction initiation through to final packing.

    How We Make 2-Amino-5-Chlorobenzonitrile

    Decades of scale-up experience have taught our team how critical reaction management is during production. Starting from 2-chloro-5-nitrobenzonitrile, we use catalytic hydrogenation to carefully introduce the amino group without reducing the nitrile. Reaction temperature, pressure, and catalyst activity all influence selectivity and yield. Our process avoids metal contamination by employing robust catalyst recovery and monitoring protocols. After crystallization and solid/liquid separation, additional refining steps remove colored impurities and residual catalysts. By consistently applying in-process controls, we reduce batch rework, avoid unplanned stoppages, and minimize waste.

    Solvent selection can change product properties and downstream performance. Through repeated process iterations and customer feedback, we landed on a process that balances safe handling, efficiency, and product isolation. Tight closed-transfer systems confine emissions, and solvent waste sees recovery or safe treatment on-site. Finished material flows through stainless-steel lines, never copper or aluminum, to preserve the chemical profile and prevent trace metal incorporation.

    Applications and Benefits From a Manufacturer’s Perspective

    2-Amino-5-Chlorobenzonitrile makes its way into numerous areas of chemical industry. Researchers in pharmaceutical R&D use this intermediate to prepare heterocyclic scaffolds, leveraging its ortho-amino and meta-chloro arrangement on the aromatic ring. Such substitution patterns let medicinal chemists fine-tune physical and biological properties. The cyano group provides flexibility for additional coupling or cyclization reactions. We have supported clients in small-molecule synthesis and in process route scouting, supplying material from kilograms up through custom multi-ton campaigns.

    The pigment and dye industry takes advantage of the selective substitution and electronic properties. Both the amino and chlorine substituents activate or deactivate certain ring positions, offering control for azo coupling or other aromatic substitution steps. We often work with downstream users who pursue high-purity requirements, as even a hint of metal or halide contamination in pigments can show up in their final products.

    In agrochemical synthesis, the compound’s chloro and amino groups offer orthogonal reactivity, giving process chemists multiple handles in multi-step syntheses. Our experience with solution purification and robust QA release steps helps downstream formulators avoid surprises during scale-up.

    What Sets This Compound Apart from Similar Structures

    Having worked with an array of benzonitrile derivatives, the value of an ortho-amino, meta-chloro pattern becomes apparent in real downstream reactions. Nitrile derivatives with para or meta substitutions often behave differently. For example, 2-Amino-4-chlorobenzonitrile has less steric hindrance around the cyano group, leading some customers to report faster cyclization in certain heterocycles, yet less selectivity in enzyme targeting. The 2-amino-5-chloro isomer blocks certain side reactions, yielding cleaner reaction profiles in reductive amination and acylation steps.

    In the lab, we have observed that ortho-amino benzonitriles often need extra attention during storage due to potential for self-condensation or darkening, especially in humid or light-rich environments. This is one reason we favor moisture-barrier packaging and encourage storage below 25°C, away from light. We confirm stability throughout the stated shelf-life by repeated analytical checks, not just at release but also from retained samples. Downstream, this means less re-testing and fewer unpleasant surprises for users taking material from bulk supply.

    We find that 2-Amino-5-Chlorobenzonitrile offers a good balance of reactivity and stability for cyclization and cross-coupling steps. Users requiring faster hydrolysis might choose less hindered isomers, but in our production, most demand centers around this substituent pattern, especially where process control and consistent intermediate quality matter most.

    Our Experience with Scale-Up, Safety, and Regulatory

    Process safety takes priority every day. Working with nitrile-functionalized aromatics means vigilance around toxicological profiles, dusting behavior, and reactivity. We incorporate local exhaust, robust powder containment, and operator training at each handling step. Our sites run closed-system isolation wherever possible, and operator exposure levels remain within regulatory benchmarks confirmed by periodic air and surface testing. Profiles of potential impurities, including aniline and chlorinated side products, undergo thorough evaluation to avoid genotoxic concerns that might trouble pharmaceutical clients.

    We register 2-Amino-5-Chlorobenzonitrile according to national and regional regulations, including REACH, and communicate detailed composition information, including the source of each raw material and processing aid. Our quality control team runs NMR, IR, and MS analyses, adding extra scrutiny for heavy metals, halide ions, and related-substance impurities, because many of our customers submit final products to stringent regulatory authorities.

    Packing and shipping see dedicated workflows for hazardous goods. Each drum or bag receives proper labeling, lot codes trace to batch documentation, and moisture-protective linings preserve product quality during ocean, rail, or air transit. Our logistics team works with forwarders who understand the nuances of regulated intermediates, ensuring on-time, incident-free deliveries even when weather or customs backlogs threaten schedules.

    Lessons Learned: How Usage Shaped Our Approach

    Early in our production experience, researchers from fiber and pigment companies noted color formation over time in their finished products. On our end, we retooled how we isolate and dry material to better remove colored trace impurities. Tighter dryer temperature controls and improved vacuum handling yielded brighter, more consistent end-user outcomes.

    Several pharmaceutical clients pushed for tighter impurity thresholds—specifically < 0.1 percent for related substances and non-detectable heavy metals. We tailored our final polishing and solid handling steps, then ran accelerated stability studies in realistic warehouse conditions. This not only met client standards but also reduced inventory write-offs on both sides. Reflecting on these lessons, we now preemptively address similar requirements for new clients, streamlining the qualification process and reducing the time from first sample to approved raw material.

    During one multi-site production campaign, we learned the hard way that seemingly interchangeable sources of a key precursor (2-chloro-5-nitrobenzonitrile) showed slight variations in particle size and purity. Reactions using lower-quality input saw downstream filtration clogs and higher levels of colored impurities. Applying a new incoming QC protocol for raw materials and refining our joint audits with critical suppliers sharply improved our output, saving days of troubleshooting and allowing clients to maintain uninterrupted downstream operations.

    Supporting Scale and Custom Needs

    Materials like 2-Amino-5-Chlorobenzonitrile rarely travel a straight path from bench to bulk. Batch sizes jump quickly—from pilot-scale kilograms to several-metric-ton lots delivered in drums or bulk bags. Our technical team engages early with both formulators and process engineers to anticipate changes in particle size, flow properties, and filterability. Whether a client runs glovebox experiments or methods needing drum transfer, we modify our drying and sieving steps to fit user preferences.

    One recurring client in the dye industry needed larger granules for their continuous process, as excess fines increased dust and loss during hopper transfer. Collaborating with their process chemists, we trialed several crystallization and sieving modifications, ultimately landing on a particle range that hit their targets and lowered their in-plant dust-control burden. These learning cycles deepen our technical knowledge, shaping improvements for the next customer who asks for something similar.

    We keep technical documentation ready, including detailed certificates of analysis, impurity profiles, and up-to-date change notifications. Long-term customers often ask for extended batch archives, which streamlines their regulatory submissions. By staying responsive to new analytical technologies and client needs, we help reduce project lead-times and prevent regulatory rejections downstream.

    Comparing with Related Benzonitriles: Practical Reflections

    Having run numerous syntheses with many isomeric benzonitriles, we have seen firsthand the real world differences. For example, the 3-amino-4-chlorobenzonitrile isomer, with its chlorine positioned differently, behaves more unpredictably in nucleophilic aromatic substitution, leading some users to report inconsistent product quality in further coupling steps. By contrast, our 2-amino-5-chloro compound offers users a predictable pattern of reactivity, making process control and batch optimization far more attainable, especially at plant scale.

    Compared to 2-amino-5-fluorobenzonitrile or 2-amino-5-bromobenzonitrile, the chlorine atom in our compound balances reactivity and cost. Fluorine versions see higher raw material costs and more difficult handling due to increased reactivity. Brominated analogues risk environmental scrutiny and added waste management overhead. The 2-amino-5-chloro compound remains broadly accepted in diverse regions, both for cost and for proven performance, a combination many manufacturers value.

    Some users inquire about cyano-chloro anilines without the ortho substitution, since these tend to hydrolyze faster. Over years of repeat orders and field feedback, the preference for our isomer has held steady, mainly due to the reduced byproduct profile and easier purification in both laboratory and bulk-scale protocols.

    Quality Control From Synthesis Through Supply Chain

    Our laboratories maintain a clear focus on traceability and reproducibility. Batch release depends on a combination of HPLC purity, GC checks for residual solvents, and advanced analytical screens for nitrile- or aromatic-related impurities. Every operator undergoes detailed training and certifies knowledge of in-process and post-process analytical controls. Instrument calibration logs and cross-checks back analytical data to physical samples kept under controlled conditions.

    In our experience, the most common sources of off-specification material arise from minor process deviations or compromised packaging in long-haul transit. We run lot samples through temperature and humidity exposure cycles, then monitor stability every ninety days to ensure compositional integrity. Real field reliability comes from addressing these details proactively, well before clients note any performance drift or product change.

    Ongoing client feedback loops fuel continuous improvements. Reports of clumping, flow disruptions, or unusual odor have prompted cycle changes in drying temperature and packaging upgrades, which ripple out to other products and future campaigns. Employing a “lessons learned” protocol across the company keeps everyone alert to avoidable weaknesses and risky shortcuts.

    Documentation isn’t a formality for us. Certificates include full disclosure of analytical findings, impurity levels, and expiry projections. We keep digital and hard-copy records for every batch, with secure backup, so traceability and root-cause analysis can proceed fast if any problem arises years down the line.

    Navigating Future Demands and Improvements

    As regulatory environments evolve and customer use cases branch out, pressure mounts to lower impurity levels, quantify all potential intermediates, and demonstrate green chemistry credentials. We field requests for alternative solvents, lower carbon footprints, and bio-based routes, even when the end product remains chemically identical. Our R&D group explores route modifications that simplify purification, reduce hazardous waste, or lower reliance on high-risk raw materials.

    We’re also watching regional registration landscapes in Asia and the Americas. Local content requirements, customs pre-approvals, and document harmonization present new hurdles. Years spent in technical partnerships and multi-site campaigns have taught us the value of having up-to-date compliance ready and clear lines of communication with regulatory agencies.

    The increasing push toward digital quality systems means every drum, sack, and kilogram runs with an electronic history. Barcode tracking and integrated ERP modules reduce the risk of paperwork errors and improve recall readiness, should such a need ever arise. This digitalization stretches back into raw material qualification, mapping full supply chains as part of our risk assessment.

    From Our Shop Floor to Your Process

    Manufacturing and supplying 2-Amino-5-Chlorobenzonitrile rests on grit and constant learning. Direct contact with practical users—from research chemists chasing new molecules to plant engineers balancing batch cycles—keeps our approach practical and focused. Every run, every shipment, and every client question feeds back into products and processes that don’t just meet specifications, but stay robust through real-world use.

    Decades in the field mean we appreciate the struggle of getting clean reactions, stable intermediates, and reliable performance. Our teams answer technical queries from mid-synthesis troubleshooting to long-term storage, because we have seen the pain points firsthand—and we keep using that knowledge to make each batch a bit better than the last.

    We stand by the principle that quality depends on day-to-day discipline: correct inputs, careful processing, vigilant quality checks, and honest interaction with users and regulators. This spirit drives constant improvements in what we make, how we document it, and how we support those who rely on it for their next discovery or production campaign.