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4-Chloro-1,3-Dihydro-Indol-2-One

    • Product Name 4-Chloro-1,3-Dihydro-Indol-2-One
    • Alias 4-Chlorooxindole
    • Einecs 231-943-8
    • 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
    • CONTACT NOW
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    Specifications

    HS Code

    188204

    Product Name 4-Chloro-1,3-Dihydro-Indol-2-One
    Cas Number 1533-69-5
    Molecular Formula C8H6ClNO
    Molecular Weight 167.59 g/mol
    Appearance Off-white to light yellow solid
    Melting Point 213-215 °C
    Purity Typically >98%
    Solubility Slightly soluble in organic solvents (e.g., DMSO, ethanol)
    Smiles Clc1ccc2c(c1)C(=O)NC2
    Inchi InChI=1S/C8H6ClNO/c9-5-1-2-6-7(3-5)10-4-8(6)11/h1-3,10H,4H2
    Storage Condition Store at room temperature, dry place
    Synonyms 4-Chlorooxindole

    As an accredited 4-Chloro-1,3-Dihydro-Indol-2-One factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Amber glass bottle labeled "4-Chloro-1,3-Dihydro-Indol-2-One, 25g" with safety data and hazard symbols, sealed with screw cap.
    Shipping 4-Chloro-1,3-Dihydro-Indol-2-One is shipped in tightly sealed containers, protected from moisture and light. It is transported according to standard chemical regulations, typically under ambient temperature. Safety documentation, including MSDS, accompanies the shipment. Ensure compliance with local and international hazardous materials guidelines during shipping and handling to ensure safe delivery.
    Storage 4-Chloro-1,3-dihydro-indol-2-one should be stored in a tightly closed container, in a cool, dry, and well-ventilated area. Protect it from light, heat, and moisture. Keep away from incompatible substances, such as strong oxidizers. Store at room temperature, avoiding extremes, and ensure clear labeling for safety. Use proper personal protective equipment when handling.
    Application of 4-Chloro-1,3-Dihydro-Indol-2-One

    Applications of 4-Chloro-1,3-Dihydro-Indol-2-One in Industrial Manufacturing

    As a dedicated manufacturer specializing in the synthesis and quality control of 4-Chloro-1,3-Dihydro-Indol-2-One, we supply industrial buyers operating in highly regulated downstream sectors. The following application scenarios represent established, validated end-uses, each with their own compliance frameworks, formulation principles, and integration methods. Explore these focused industry pathways below.

    1. Pharmaceutical Intermediate for Kinase Inhibitor Synthesis

    Leading pharmaceutical manufacturers incorporate 4-Chloro-1,3-Dihydro-Indol-2-One as a core intermediate in the multi-step chemical synthesis of key kinase inhibitor APIs, particularly for anti-cancer therapeutics. The compound enters during advanced condensation stages, serving as a privileged heterocyclic building block in medicinal chemistry protocols. Its integration requires precise control over molar equivalents and reaction conditions to ensure finished API quality aligns with stringent international pharma standards.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA 21 CFR Part 210/211
    • European Pharmacopoeia (Ph. Eur.) monographs for related APIs
    • Chinese Pharmacopoeia API requirements in applicable monographs

    Typical usage ratio

    • 0.8–1.1 molar equivalents relative to the next-stage amination or acylation agent, adjusted according to the stoichiometry of the specific inhibitor molecule in route development

    Downstream process integration

    • Charged in the mid-synthesis condensation step after formation of the core indoline system and prior to targeted functionalization or protection groups

    Final product types

    • Targeted kinase inhibitor active pharmaceutical ingredients (APIs) for oncology drugs
    • Research-grade small molecules for clinical development pipelines

    2. Agrochemical Heterocycle for Advanced Herbicide Development

    Key producers in the agrochemical industry use this heterocyclic compound when engineering selective post-emergent herbicides. It enters as an intermediate in the heteroaryl formation steps that provide scaffolding for actives targeting specific weed resistance mechanisms. Manufacturers optimize the introduction of 4-Chloro-1,3-Dihydro-Indol-2-One according to the targeted selectivity and crop safety profiles required by diverse regulatory markets.

    Industry compliance standards

    • OECD Guidelines for the Testing of Chemicals
    • FAO/WHO Specifications for Plant Protection Products
    • US EPA 40 CFR Part 180 (Pesticide Tolerances)
    • REACH Regulation (EC) No 1907/2006 for intermediates

    Typical usage ratio

    • 0.7–1.2 mole percent depending on the reaction design and intended herbicide variant; adjusted based on yield optimization in conjugation steps

    Downstream process integration

    • Enters via N-alkylation or Suzuki coupling post-chlorination to enable construction of the active herbicidal moiety

    Final product types

    • Selective post-emergent herbicide actives
    • Formulated herbicide concentrates and granules

    3. Specialty Dye Intermediate for Advanced Pigment Manufacture

    Colorant producers adopt 4-Chloro-1,3-Dihydro-Indol-2-One for the synthesis of high-performance organic pigments, particularly those designed for demanding applications such as technical plastics and textile fibers. The indolinone group’s chromophore properties, combined with further substitution, allow pigment chemists to produce dyes with high migration resistance and weather stability. Its addition into the coupling stage must reflect the required dye shade and process scale.

    Industry compliance standards

    • EN 71-3:2019 (Safety of Toys – Migration of Certain Elements)
    • OEKO-TEX® Standard 100 criteria for textiles
    • ISO 9001 Quality Management for pigment manufacturing
    • REACH Registration, Evaluation, Authorisation and Restriction of Chemicals

    Typical usage ratio

    • Typically 5–20% by weight in the diazo condensation stage, modified by pigment yield and target color depth

    Downstream process integration

    • Added after the preparation of diazo components, specifically during the key coupling reaction to generate indoline-based dye structures

    Final product types

    • Technical-grade pigments for plastics compounding
    • High-purity dyes for synthetic fiber coloration and textile printing

    4. Organic Electronics Intermediate in OLED Materials Synthesis

    Advanced material manufacturers leverage 4-Chloro-1,3-Dihydro-Indol-2-One as a structural precursor for specific indole-based emitters and hole-transport layers used in OLED devices. The compound’s incorporation impacts charge mobility and device lifetime, and material chemists precisely engineer its introduction according to the end use, targeting electronic-grade purity and minimal residual contaminants during scale-up.

    Industry compliance standards

    • ISO 14001 Environmental Management (for material handling and waste management)
    • JEDEC JESD625 Handling of Electrostatic Discharge Sensitive Devices
    • RoHS Directive 2011/65/EU
    • In-house QC protocols for organic semiconductor grade intermediates (NMR, HPLC)

    Typical usage ratio

    • 10–25 mol% of total organic precursor mixture, adapted according to the molecular design of the target emissive or transport layer

    Downstream process integration

    • Introduced in the nucleophilic aromatic substitution step, followed by further cyclization or functionalization to obtain the desired OLED material

    Final product types

    • Organic light-emitting diode (OLED) emitter compounds
    • Polymer-based hole-transport layers for display devices

    5. Fine Chemical Intermediate for Custom Heterocycle Synthesis

    Specialty fine chemical producers use 4-Chloro-1,3-Dihydro-Indol-2-One as a core scaffold for the synthesis of tailored heterocyclic molecules, supporting research and custom synthesis for downstream life science and material science projects. Rigorous process control ensures the reproducibility of custom reactions and traceability for customer-specific projects under recognized quality frameworks.

    Industry compliance standards

    • ISO 9001 Quality Management System for custom fine chemical production
    • Sigma-Aldrich Technical Specification conformity (for benchmarking research chemicals)
    • Material Safety Data Sheet (MSDS) compliance for shipment
    • Comprehensive batch traceability and documentation as per client QC protocols

    Typical usage ratio

    • 1.0 equivalent in scaffold assembly, with variability based on the downstream custom target; customer projects dictate specific ratios and conditions

    Downstream process integration

    • Applied in the scaffold-forming condensation or alkylation step, followed by bespoke derivatization as requested by R&D contracts

    Final product types

    • Custom heterocyclic intermediates for pharmaceutical discovery
    • Unique compounds for life science research toolkits
    Free Quote

    Competitive 4-Chloro-1,3-Dihydro-Indol-2-One prices that fit your budget—flexible terms and customized quotes for every order.

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    Certification & Compliance
    More Introduction

    4-Chloro-1,3-Dihydro-Indol-2-One: Manufacturer’s Perspective

    Chemistry That Shapes Advanced Synthesis

    Inside production halls, the conversation around specialty intermediates often centers on reliability and precision. 4-Chloro-1,3-Dihydro-Indol-2-One stands out from other indolinone derivatives not only because of its molecular characteristics, but because of how it connects small-molecule chemistry to real-world use. As a team producing this compound in-house, day after day, patterns emerge in both customer requests and how this molecule integrates into larger pharmaceutical and chemical syntheses.

    Molecularly, the 4-chloro substituent alters the electronic environment on the indolinone ring. This small change triggers broader selectivity during downstream coupling reactions. We routinely manufacture this grade to a purity exceeding 99%, using calibrated HPLC and NMR protocols. Color and homogeneity are directly influenced by our crystallization techniques—minor adjustments while refining the product keep batch-to-batch consistency high. Our technicians handle these steps not as a rote process but as a craft, knowing the smallest deviation during reaction quenching or filtration changes not only the yield, but the physical feel of the final product.

    Why Quality Starts on the Production Floor

    The biggest facility lesson comes down to raw material sourcing and real-time process monitoring. Subtle impurities from off-spec chloroanilines or poor washing solvents show up at the next step, where they disrupt crystallization and, eventually, downstream reactions in our clients’ operations. Experience has shown us that clinging to low-end suppliers or skipping in-process checks leads to costlier interventions later. We have invested in in-line IR sensors and tailored our distillation columns specifically around indole chemistry, not for show, but because these tools spot contamination or thermal degradation before they hit the final product.

    We also notice that clients developing kinase inhibitors and other heterocyclic drug candidates appreciate our open feedback on side-product analysis. This builds trust. It is a two-way street. One client, scaling up from gram to multi-kilo, ran into unexpected byproducts because another supplier failed to flag polymorph issues. Our production notes, including observations about minor chlorinated species, helped resolve a costly purification step.

    Not Just Another Intermediate

    On paper, 4-Chloro-1,3-Dihydro-Indol-2-One looks close to unsubstituted indolinone or its bromo analog, but chemical behavior differs markedly. The chloro-substitution directs regioselectivity of subsequent reactions; it makes some cross-couplings more feasible, others less so. Downstream, the reactivity profile shifts. As a manufacturer, we watch for solubility differences that come from slight changes in polymorph behavior. These matter when partners try to reproduce yields in new solvents or at larger scales. The indole core positions this intermediate uniquely for enzymatic studies and SAR development, but every additional halogen means new considerations for both synthesis and purification.

    Some see chlorine as just an atom marked by a narrow infrared stretch, but in a production scenario, its place on the ring means different solvent behavior and a profile that impacts drug registration dossiers later. That’s not a footnote; it’s the hard reality of bringing a candidate through regulatory approval.

    Inside the Reactors: Lessons from Manufacturing Runs

    Synthetic challenges force hands-on solutions more often than textbooks suggest. Early runs gave us a crash course in controlling exotherms; handling 4-chloro replacements on indolinone at scale amplifies safety needs. There’s a line between efficient conversion and runaway side-products. Our reactors integrate positive-pressure filtration and custom jacketed vessels to dissipate heat efficiently.

    Batch logs are full of the kinds of notes that never reach the glossy literature. For instance, indole-based intermediates tend toward residual trace water capture, even after vigorous drying. We discovered that incrementally raising internal argon sparging time, rather than simply extending vacuum periods, cuts down on stubborn water peaks in the finished product. This small operational tweak comes from repeated failures and successes—not from catalog listings.

    Where Specifications Reflect Practical Chemistry

    Our spec sheets stem from hours of back-and-forth between the QA lab and production. HPLC signals tell part of the story; we insist on full NMR confirmation, with regular tests to catch overlooked rearrangements or micro-level impurities. A few milligrams of off-color crystals gave us an early warning: secondary amine formation that would have been invisible to UV inspection alone. These lessons filtered into our SOPs, and we adjusted solvent ratios at specific steps to prevent off-pathway byproducts.

    The story of yield isn’t just numbers on a paper. Variability creeps in from moisture in recycled solvents, temperature shifts between seasons, and even packing density in our filtration columns. Each affects not only how much usable material comes out, but also which impurities show up. We find that working directly with chemists both in quality control and scale-up development keeps the focus on outcomes, not just paperwork.

    Applications Built on Real Use

    Drill down into the actual uses and 4-Chloro-1,3-Dihydro-Indol-2-One finds a role grounding multi-step programs in both medicinal chemistry and materials science. It’s common in constructing advanced heterocycles, especially for kinase inhibitor scaffolds. More broadly, its precise reactivity profile supports rapid SAR development cycles—medicinal chemists select this intermediate because it enables controlled, predictable late-stage chlorination. Researchers also use it for library synthesis where specific ring halogenation unlocks new chemical space.

    We also support work in pigment chemistry, where the indolinone core finds use in colorant precursors. Unlike more reactive bromo- or iodo-analogues, the chloro group offers a balance between cost and downstream functionalization, which can cut waste in polymer applications. Our technical team often works closely with partners to handle the tricky parts of scale-up from research grams to tons for such programs.

    Experience That Matters: Scaling Up

    While drawing up design space for manufacturing campaigns, the specifics matter—reaction exotherm, filtration rates, solvent compatibility, pressure tolerance. Even small jumps in scale introduce new thermal management issues. We’ve encountered vigorous foaming with certain solvent blends and had to recalibrate agitator speed and headspace. Those aren’t contained in standard procedures, but repeated runs trained us to predict and head off these pitfalls.

    Waste stream handling also matters. Halide-bearing intermediates like 4-Chloro-1,3-Dihydro-Indol-2-One introduce strict compliance demands. We manage segregated chlorinated solvent waste by active monitoring and formal audits. Years of regulatory inspections have taught us strict documentation and staff training cut risk and downtime. Less obvious savings show up in internal rework and shipment reliability.

    Learning from Downstream Partners

    Over the years, direct feedback from discovery and process teams drives how we adjust not just process parameters, but even the format of our material. For high-throughput settings, we provide custom sieved crystal fractions. In solution-phase production, finer powder is prone to clumping, so we maintain granularity according to customer needs, based on their feedback. Direct reports from users help us align QC sampling frequency and change oxygen exposure limits to preserve shelf life.

    Sometimes, new requests reveal gaps. Not long ago, a collaborator alerting us to inconsistent melting points forced a trace magnesium ion investigation. It wasn’t a raw material defect; it was leaching from a new-grade filtration funnel. Problems like these push us to revise supply chain checks, not just in the lab, but in warehouse and supplier vetting. No sales pitch can substitute for experience working through failures and rooting out their cause.

    What Sets 4-Chloro-1,3-Dihydro-Indol-2-One Apart

    Differences from similar products show up at every level—reactivity, long-term handling, adaptability in synthesis. Compared to the methyl, bromo, or iodo-substituted analogs, the chloro version demands lower activation energy for many cross-couplings, such as Suzuki or Buchwald-Hartwig reactions, but resists unwanted side reactions better than its bromo cousin. Clients developing new chemical entities often report cleaner product isolation. The physical properties—such as hygroscopicity, crystal size, and even powder flow—translate into practical gains in both bench-scale and industrial processing.

    Our team’s years of running these intermediates means we’ve clocked up insights that don’t appear in the typical literature—how slow cooling rates tighten particle size distribution, or how direct seeding impacts isolation time. The knowledge is continuous. These instilled habits flow from hands-on work at every step, giving practical benefits to chemists scaling from milligrams to tons.

    Sustaining Quality, Supporting Innovation

    Our approach rests on a straightforward principle: consistency comes from attention to detail at every stage. Whether in our small workup tanks or in the automated crystallization lines, each production batch of 4-Chloro-1,3-Dihydro-Indol-2-One reflects deliberate choices. By keeping lines open with end-users, both QA and technical support get direct view of the problems researchers face. Adjustments, whether switching solvent grades or tweaking column pressure, grow out of these shared conversations.

    Global supply disruptions over the past few years hardened our stance on local sourcing and in-process control. Rather than simple post-synthesis testing, we emphasize inline monitoring to catch problems early. This has saved more than one batch since unpredictable shortages forced us to change suppliers at short notice.

    Documentation stays thorough both for our own workflows and to meet partner regulatory needs on request. Each COA and batch record aims to anticipate questions before they arise. Experience handling hundreds of runs has taught us that upstream changes, even seemingly minor tweaks in reagent quality or cooling rate, ripple forward into the properties of client API candidates, colorants, or specialty materials.

    Pushing for Better Processes—And Results

    Great chemistry relies on adaptation: reacting to problems quickly, learning from both mishaps and unexpected outcomes. We see our role less as a supplier and more as a partner, involved from initial development through full-scale production campaigns. Direct access to technical support during technology transfers, advice on scale-up, tailored logistics for sensitive shipments—these grow from time in the trenches, heading off the typical pitfalls that crop up with specialty intermediates.

    Continual process audit leads to practical gains. After identifying issues with an old filtration medium batch, we redesigned our packing and added compatibility checks for each input, not just at the first batch but as routine. Such changes mean a more stable supply for critical programs. Small process innovations—such as incorporating new cleaning solvents or adjusting filtration media—reduce recurring contamination risk, saving time and cost downstream.

    Our team’s outlook stays focused on purposeful improvement. Even after years of producing 4-Chloro-1,3-Dihydro-Indol-2-One, each run offers new learning, fresh data points, expanded understanding, and improvements that strengthen both product and partnership. That is the real story behind bringing this specialty chemical from the plant floor to innovations in laboratories worldwide.