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2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile

    • Product Name 2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile
    • Alias 2-amino-cyano-dihydro-cyclopentathiophene
    • Einecs 629-454-6
    • 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

    434602

    Chemical Name 2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile
    Molecular Formula C8H8N2S
    Molecular Weight 164.23 g/mol
    Cas Number 123385-61-9
    Appearance Solid
    Solubility Slightly soluble in water
    Purity Typically >= 95%
    Structure Type Heterocyclic compound with thiophene core
    Functional Groups Amino, nitrile, cyclopentane
    Smiles N#CC1=CC2=C(S1)CCC2N
    Inchi InChI=1S/C8H8N2S/c9-4-6-5-7-2-1-3-8(7)11-6/h5,7H,1-3H2,(H2,10)

    As an accredited 2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The packaging consists of a sealed amber glass bottle containing 10 grams of 2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile, securely labeled.
    Shipping The chemical 2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile should be shipped in tightly sealed, chemically resistant containers, protected from light and moisture. It must be handled as a laboratory chemical, with appropriate labeling and documentation, complying with hazard regulations. Transport should adhere to local and international chemical shipping guidelines for safe and secure delivery.
    Storage **Storage:** Store 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile in a tightly sealed container, protected from light and moisture. Keep at room temperature (20–25°C) in a cool, dry, well-ventilated area, away from incompatible substances such as strong oxidizers. Avoid excessive heat. Always follow standard laboratory safety protocols and consult the safety data sheet (SDS) for detailed handling and storage guidance.
    Application of 2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile

    Applications of 2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile in Industrial Manufacturing

    Our 2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile serves as a specialized intermediate across multiple sectors, supporting advanced synthesis operations and serving as a building block in demanding chemical applications. Below are detailed use cases and industrial practices observed among our customers worldwide.

    1. Pharmaceutical Intermediate for API Synthesis

    Our clients in advanced pharmaceutical manufacturing use this compound as a structural intermediate in synthesizing specific heterocyclic active pharmaceutical ingredients, particularly for CNS and anti-inflammatory therapies. The material integrates into the targeted cyclization stage, permitting control over the regioselective addition and purity. All processing takes place under cGMP protocols, with full traceability throughout batch records and validated analytical methods.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice Guidance for Active Pharmaceutical Ingredients
    • United States Pharmacopeia (USP) General Chapters relevant to intermediates
    • European Pharmacopoeia monographs
    • 21 CFR Part 210/211 for process validation and traceability

    Typical usage ratio

    • 3-7% by weight in multi-step syntheses, depending on the molecular pathway and yield requirements; laboratories may further adjust based on target compound complexity and scalability.

    Downstream process integration

    • Introduced during mid-stage condensation and cyclization—typically after primary amination and Aldol reaction steps.

    Final product types

    • Small molecule APIs for CNS indications
    • Development-stage bioactive compounds
    • Custom heterocyclic scaffolds for pharma R&D

    2. Specialty Pigments and Dyes Synthesis

    In pigment and dye manufacturing, formulators employ this intermediate to generate sulfur-containing chromophores, imparting deep color stability and improved photofastness. The thiophene ring introduces unique electronic properties, which downstream producers harness to develop high-value technical and specialty pigments for coatings, plastics, and printing industries.

    Industry compliance standards

    • EU REACH Regulation (EC) No 1907/2006 regarding registration and notification
    • ISO 9001-certified production processes
    • DIN EN 71-3 Safety of Toys (for pigment safety in consumer coatings)
    • ASTM D476 - Standard Classification for Dry Pigmentary Titanium Dioxide Products (applied as relevant for blends)

    Typical usage ratio

    • 5-12% of batch input weight, tuned based on target color intensity and compatibility with matrix resins; manufacturers adjust for opacity and hue requirements.

    Downstream process integration

    • Enters after initial sulfonation as a condensation reactant, leading to synthesis of complex chromogenic motifs prior to purification and blending stages.

    Final product types

    • Sulfur-based organic pigments for industrial inks
    • Technical polymer-dispersed colorants
    • Special effect automotive coatings
    • High-performance masterbatches

    3. Advanced Material Science R&D (Organic Electronics)

    Research-scale and pilot producers in organic electronics utilize the compound as a precursor for specialty polymers and organic semiconductors. The compound’s fused thiophene core is designed into π-conjugated systems to optimize carrier mobility in organic light-emitting diodes (OLEDs) and organic photovoltaics. Quality control focuses on impurity profiling and precise control of molecular weight distribution during polymerization.

    Industry compliance standards

    • ISO 9001:2015-certified quality management for laboratory and pilot plant operations
    • RoHS 2011/65/EU (for electrical and electronic applications)
    • REACH Article 33 for SVHC disclosure
    • IEC 62321 for testing of hazardous substances

    Typical usage ratio

    • 2-10 mol% as a monomer or co-monomer in conjugated polymerization recipes; precise ratio varies according to electronic property targets and structural design.

    Downstream process integration

    • Introduced pre-polymerization to form low-bandgap donor–acceptor systems, typically via Suzuki or Stille coupling methods.

    Final product types

    • Organic thin-film transistors (OTFTs)
    • OLED emitting layer materials
    • Flexible photovoltaic modules
    • Semiconducting inks for printed electronics

    4. Agrochemical Intermediate Manufacturing

    Manufacturers of agrochemical actives select the compound for its role as a core skeleton in synthesis pathways of new-generation herbicides and insecticides. The structure allows for direct functionalization, supporting selective synthesis of sulfur-rich bioactive molecules with controlled metabolic stability. Operations maintain full batch documentation and trace impurity profiles to ensure regulatory submission readiness.

    Industry compliance standards

    • OECD Principle of Good Laboratory Practice (GLP) for intermediate synthesis
    • Regulation (EC) No 1107/2009 for plant protection product registration
    • FAO/WHO JMPR guidelines on pesticide specifications
    • ISO 17025 for testing and calibration laboratories

    Typical usage ratio

    • 5-15 wt% in stepwise synthetic approaches, with formulation experts adjusting based on the desired bioactive and scaling efficiency.

    Downstream process integration

    • Combined via nucleophilic substitution at early or mid-stage synthesis—precedes key cyclization or carbamate formation steps, as dictated by the active molecule target.

    Final product types

    • Precursor to thiophene-derived herbicides
    • Insecticide intermediates for crop protection
    • Structure-activity relationship (SAR) study compounds for agrochem discovery
    • Custom crop protection actives in pilot-scale validation
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    Certification & Compliance
    More Introduction

    2-Amino-5,6-Dihydro-4H-Cyclopenta[B]Thiophene-3-Carbonitrile — Expertise from a Chemical Manufacturer

    Product Insight from Our Lab Floor

    A closer look at 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile reveals a compound that challenges both formulation know-how and process design. Over years of steady research and operation, we have refined the production routine for this material, which finds solid uptake in advanced pharmaceutical and specialty chemical development. With its fused thiophene ring bearing an amino and nitrile group, this molecule stands apart from simpler thiophene intermediates, both in structure and in practical application.

    From Feedstock to Reactor — Pathways and Control

    We begin by selecting feedstocks with the highest traceability. Consistency at the molecular level depends on upstream control, including solvent selection and catalyst purity. Our reactors have custom monitoring tools to catch temperature excursions and unwanted by-products in real-time, as the cyclization and amination steps demand narrow windows for conversion. The basic cyclopentathiophene backbone emerges through careful batch workflows, using cyclopentenones and sulfur sources under pressurized hydrogen. Amination and nitrile introduction both present their share of side-reactions, so we rely on reaction profiling, GC-MS sweeps, and good operator experience to spot trends before they erode yield or push impurities out of spec.

    Purity Targets and Crystallization Routine

    For most requests, we prepare 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile above 98 percent by HPLC, with the remainder as benign isomers and minor non-thiophene organics. Our purification staff honed a staged recrystallization method to avoid sticky oils and colored residues, which tend to indicate incomplete ring-closure or over-reaction. Final material emerges as pale to off-white crystals, usually stable during storage and transport if kept away from moisture and oxidizers. During packing, operators test random drums for particulate clumps and test-mix with water to identify any latent instability, based on past recall triggers seen when extra nitrile contaminants went undetected by basic melting-point checks.

    Comparative Chemistry—What’s Different About This Molecule?

    Core differences set 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile apart from simpler thiophene rings or typical 2-aminothiophenes. Extra ring fusion adds rigidity and changes reactivity, particularly under conditions used for synthetic elaboration. The nitrile group at the 3-position resists hydrolysis under mild conditions, which offers a benefit over many simple thiophene derivatives that break down or rearrange when scaled up. In practice, researchers prefer this molecule over 2-aminothiophene itself when they want to attach bulky groups—its ring fusion keeps stereochemistry more predictable during multi-step synthesis. On our shop floor, we’ve seen researchers switch starting points to this scaffold when aiming for better yields with less formation of non-target side products.

    Practical Usage Cases—Drawn from the Real World

    End users adopt this product for two main drivers: unique reactivity from its fused architecture and chemical stability under intermediate-stage process conditions. In pharma segments, teams rely on its scaffold for the buildout of sulfa-based therapeutics, especially for central nervous system and anti-inflammatory leads. We’ve shipped lots to companies seeking intermediates for carbothioamide transformation and later-stage heterocycle construction. Medicinal chemistry teams rarely tolerate broad impurity ranges, so our QC history helps bridge procurement bottlenecks. For specialty fine chemicals, experimental coatings and pigments sometimes benefit from the predictable color stability that thiophene scaffolds offer. Our operators have observed university labs modifying the core for research on novel ligands and photovoltaic materials, indicating ongoing utility beyond simple small-molecule pharmaceuticals.

    Challenges in Production—Meeting Specifications Every Batch

    This molecule gives us plenty of opportunities for process troubleshooting. During the hydrogenation phase, controlling pressure is crucial. Once, a minor slip in backpressure led to over-hydrogenated thiophene, which crashed out as black residues—our team rebuilt pressure sensors and started a pre-hydrogenation filter step, reducing rework rates. The introduction of the nitrile function needs strict exclusion of water, or we face partial hydrolysis and by-product formation. Regular maintenance on desiccant columns and batchwise Karl Fischer titrations have curbed unexpected spikes in water levels. Subtle changes in starting amine lots alter crystallization kinetics, so we monitor every batch’s seeding efficiency to keep batch-to-batch appearance and filterability consistent.

    Key Specifications—Learned in the Plant, Not from a Brochure

    Pharmaceutical teams usually demand HPLC purity above 98 percent, with single main peaks in both HPLC and GC traces. Any yellow or brownish hues in the crystal suggest ring-opened side products— QC rejects these, based on past downstream headaches for API producers. Particle size falls between 40 and 70 mesh, balancing flow in plant reactors while still dissolving fast enough for laboratory scale-up. Each drum we seal lists both internal batch number and a full certificate of analysis, a lesson learned from a customer who inadvertently swapped shipments after missing this backup identifier. Stability data supports six months at ambient, with accelerated studies at 40°C confirming shelf life for standard logistics timelines.

    Safety Practices—Observations from Every Shift

    Straight from the reactor line, staff observe strict mask and glove rules, as unreacted cyclopentathiophene residues and fine-crystal dust can irritate skin and respiratory tracts. Technicians recall a case where fine dust, not visible to the eye, fouled a filter press and clogged up downstream rotary valves. We switched to closed-system transfer for both slurry and dry transfers. Emergency drills taught us that rapid clean-ups of cyanide-bearing wastes work best with pH-adjusted solutions and regular air-flow testing—more reliable than overreliance on PPE alone. We run end-of-day wipe tests to spot any missed spills, based on plant history with thiophene-related off-odors lingering long after normal cleaning cycles.

    Why Chemical Stability Matters—Fewer Surprises Downstream

    Ring fusion means predictable chemistry, an advantage overlooked until something misbehaves on scale-up. In several process optimization projects led by client teams, open-chain aminothiophenes produced ambiguities in NMR and extra cleaning work in crystallizers. Our fused system avoids these, making structure assignment straightforward and cutting cycle times for quality and analytical labs. For APIs, we have seen lead times shorten by weeks after the switch. Our stability trials, run in parallel with customer project milestones, flagged rare but critical incompatibilities with strong acids—these tests saved batches from being compromised under aggressive work-up protocols.

    Key Differences from Mainstream Thiophene Intermediates

    This isn’t a “commodity” chemical: its tricyclic backbone reacts differently when run through cross-coupling and acylation steps. Over the past year, direct competitors approached us with questions about side reactions unique to our product—one instance involved a Friedel-Crafts acylation going off-track, leaving users with quaternary products not seen with simple 2-aminothiophenes. In our own downstream labs, running parallel reactions confirmed this, and led us to advise gentler conditions, slower addition of reactants, and solvent switches. These small shifts, driven by hands-on results, account for why our batches show higher conversion to targets with minimized formation of uncharacterized tars.

    Process Improvements—Build on What We’ve Learned

    Each year brings equipment upgrades intended to beat bottlenecks uncovered during standard production cycles. The last shutdown cycle focused on cooling system upgrades: old jacketed reactors struggled to keep exotherms under check, especially for larger batch sizes. Accurate calorimetry allowed us to tune cooling rates and cut the number of thermal excursions. We invested in LC-MS testing for intermediates, which revealed that the bulk of off-spec rejects stemmed from intermediate impurities rather than final-stage problems. With this piece of knowledge, we updated our feedstock QA and re-trained the blending staff on supplier discrepancies, reducing cycle time variability and lost batch incidents.

    Supporting Research and Development Teams

    Our technical team works closely with process chemists and formulators who depend on detailed batch data—down to impurity profiles and residual solvent content. One of our long-standing customers reported improved assay fidelity and lower by-product content after switching from a generic source to our product, a change they link directly to the consistency of our purification process. Addressing challenging sulfur–nitrogen ring systems, we use task-specific drying and storage steps, based on a pattern of seasonal failures that pointer to environmental controls, not just packaging tweaks. Our on-staff chemists keep lines of communication open, feeding back reports of any irregularities directly to production. Advances in process analytical technology let us provide real-time data snapshots, critical for large-scale customers aiming for right-first-time manufacturing.

    Storage and Logistical Realities

    Shipping a moisture-sensitive and light-reactive organic like this poses daily practical questions. Our warehouse keeps stocks in opaque drums lined with robust inner bags, a direct response to early instances of product yellowing and off-gassing. Humidity traps and continuous temperature logging throughout storage and transit have cut back on out-of-spec arrivals. Our drivers and logistics partners learned how to flag “urgent” status on arrival slips and notify us of any shipping delays that might risk product degradation outside recommended environments. Direct feedback from partners handling last-mile delivery helped us map out the most common points for package damage, allowing targeted training and protocol revision.

    Evolving Industry Standards—Why We Focus on Detail

    Regulatory demands, especially in pharmaceutical and advanced materials segments, push manufacturers like us to maintain all batch record trails and raw material traceability. Several past audits—both internal and external—identified documentation gaps at mixing and transfer stages. By digitizing process records and introducing barcode scanning, we eliminated most manual transcription errors. We align on analytical norms based on participation in external proficiency testing for key parameters. Our experience feeds back into the supply chain, as senior staff update suppliers with revised material specifications the moment trends suggest drift from expected impurity fingerprinting.

    Market-Driven Adaptations—Custom Requests and Innovation

    Clients sometimes require tailored flows: large-scale batches for focused research, small drums for specialty science, occasional ultra-high-purity requests for trace analytical endpoints. We accommodate this by running parallel production lines and adopting modular cleaning regimes that reduce cross-contamination risks, inspired by feedback from buyers who previously experienced trace-level thiophene crossovers. We share technical notes and reactivity insights through project-specific feedback sessions, closing the loop between manufacturing floor and R&D bench. Customer-directed improvements have led to offering variant mesh sizes and package volumes, based entirely on real-world usage patterns observed through sustained technical dialogue.

    Real-World Product Journey—Bridging Lab and Plant Reality

    In our decades of operation, we have seen the movement for tighter impurity limits and more rigorous safety data shape not only regulatory filings but the core of manufacturing practice itself. At every stage, plant teams encounter new variables—changes in feedstock origin, unseasonal humidity, newly observed contaminant classes. What endures is the need for rapid, honest troubleshooting based on practical experience. Quality rarely emerges by accident; instead, it comes from systematically attacking process weaknesses. This attitude informs each batch we make and every batch we decline to ship. These lessons, written in the margin of every batch record and huddled over at every shift meeting, set the baseline for the kind of product that supports cutting-edge development without compromise.

    Looking Ahead—Opportunities and Challenges in Specialty Chemical Manufacturing

    Continued progress in heterocycle and functionalized thiophene chemistry hints at new opportunities for tailored variants and next-generation scaffolds. Driven by evolving drug development and electronics needs, the decades ahead will see further demand for scaffold complexity matched with ultra-high purity. Our focus remains on lean, adaptable manufacturing, open feedback channels, and data-driven process control. True consistency for critical intermediates cannot be bought from a broker or spec sheet alone—it starts with methodical, disciplined chemical engineering and a culture of confronting production issues fast and openly. With each campaign, we expect new wrinkles, new targets, and, at the root, the same lessons that make chemical manufacturing both demanding and invaluable.