What Is 4-Chloro-5-nitropyridin-2-amine?

4-Chloro-5-nitropyridin-2-amine (SKU C175877) is a substituted pyridine derivative bearing three key functional groups on the aromatic ring: a primary amino group at position 2, a chloro substituent at position 4, and a nitro group at position 5. This combination of electron-donating (–NH₂) and electron-withdrawing (–Cl, –NO₂) groups creates a highly polarised ring system, making the compound an exceptionally versatile electrophilic and nucleophilic synthetic partner.

The molecular formula is C₅H₄ClN₃O₂, with a molecular weight of approximately 173.56 g/mol. It belongs to the broader class of halonitropyridine building blocks that are staple intermediates in medicinal chemistry, enabling the assembly of more complex heterocyclic scaffolds through nucleophilic aromatic substitution (SNAr), cross-coupling, and reduction reactions.

Chemical Reactivity and Synthetic Applications

The three substituents of 4-chloro-5-nitropyridin-2-amine work in concert to direct reactivity at specific ring positions:

• Nucleophilic Aromatic Substitution (SNAr): The electron-withdrawing nitro group activates the C4 chloro position toward displacement by amines, alcohols, thiols, and other nucleophiles, enabling rapid construction of 4-substituted aminopyridine analogues.
• Transition-Metal Cross-Coupling: The C–Cl bond is compatible with Suzuki–Miyaura, Buchwald–Hartwig, and related palladium-catalysed couplings, facilitating introduction of aryl, heteroaryl, or amino groups.
• Nitro Group Reduction: The 5-nitro group can be selectively reduced to a primary amine using standard conditions (e.g., hydrogenation or iron/acetic acid), yielding a 2,5-diaminopyridine core useful for further elaboration into imidazopyridines, pyrrolopyridines, and related scaffolds.
• N-Functionalization: The 2-amino group can be acylated, sulfonylated, or involved in ring-closure reactions to generate fused bicyclic systems.

These diverse reaction pathways make the compound a high-value intermediate in the preparation of kinase inhibitors, antiviral agents, and other bioactive small molecules. Researchers should consult the primary literature for specific reaction conditions and yields.

Storage, Handling, and Safety Considerations

Storage: 4-Chloro-5-nitropyridin-2-amine should be stored in a cool, dry, well-ventilated area away from heat sources, open flames, and incompatible materials (strong oxidisers, strong bases). A storage temperature of 2–8 °C or room temperature under inert atmosphere is commonly recommended for similar compounds; verify exact conditions in the product-specific SDS supplied by Aladdin Scientific.

Handling: Personal protective equipment (PPE) including chemical-resistant gloves, safety goggles, and a laboratory coat should be worn at all times. Operations generating dust or aerosols should be conducted in a fume hood. The compound contains a nitro group and a primary amine, both of which can present reactivity hazards under certain conditions.

Disposal: Dispose of waste in accordance with local, regional, and national regulations for halogenated aromatic compounds. Do not discharge to drains or the environment.

Note: Always consult the current Safety Data Sheet (SDS) for authoritative hazard, first-aid, and regulatory information before use. SDS documents are available from Aladdin Scientific upon request or via the product page.

Purity, Specification, and Quality Assurance

Aladdin Scientific supplies 4-chloro-5-nitropyridin-2-amine (SKU C175877) with documented purity. Researchers should refer to the current Certificate of Analysis (CoA) for the specific lot in use, which typically includes:

• Purity determination by HPLC or GC
• Identity confirmation by ¹H NMR or MS
• Appearance and physical-form description
• Residual solvent data where applicable

If your application requires a specific purity grade (e.g., ≥97%, ≥98%, or anhydrous), contact Aladdin Scientific customer service to confirm available specifications or request a custom lot. Lot-to-lot consistency is maintained through standardised QC protocols. CoA documents can be downloaded from the product page using your lot number.

Ordering, Availability, and Technical Support

How to Order: 4-Chloro-5-nitropyridin-2-amine is listed under SKU C175877 on the Aladdin Scientific website. Select your required pack size and quantity, add to cart, and proceed through the standard checkout process. Purchase orders from institutions are accepted; contact the sales team for volume pricing and blanket-order arrangements.

Lead Time and Stock: Stock availability and lead times vary. Check real-time inventory on the product page or contact customer service for the most current information, especially for larger quantities.

Technical Support: For structure confirmation queries, application advice, or specification questions, contact Aladdin Scientific's technical support team via the website contact form or by phone. Custom synthesis and bulk supply enquiries are also welcomed.