Cas no 848470-14-4 (4-Amino-2,6-Dibromo-3-Nitropyridine)

4-Amino-2,6-dibromo-3-nitropyridine is a halogenated and nitrated pyridine derivative with significant utility in organic synthesis and pharmaceutical research. Its distinct structure, featuring amino, bromo, and nitro functional groups, enables versatile reactivity, particularly in cross-coupling reactions and heterocyclic scaffold construction. The electron-withdrawing effects of the bromo and nitro substituents enhance its electrophilic character, making it valuable for nucleophilic substitution and further functionalization. This compound is commonly employed as an intermediate in the development of agrochemicals, pharmaceuticals, and specialty materials. Its stability under standard conditions and well-defined reactivity profile contribute to its reliability in synthetic applications.
4-Amino-2,6-Dibromo-3-Nitropyridine structure
848470-14-4 structure
Product Name:4-Amino-2,6-Dibromo-3-Nitropyridine
CAS No:848470-14-4
MF:C5H3Br2N3O2
MW:296.904218912125
MDL:MFCD11044253
CID:716547
PubChem ID:53249765
Update Time:2025-10-31

4-Amino-2,6-Dibromo-3-Nitropyridine Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dibromo-3-nitropyridin-4-amine
    • 4-Pyridinamine,2,6-dibromo-3-nitro-
    • 2,6-Dibromo-3-nitro-4-pyridinamine
    • 2,6-dibromo-3-nitropyridin-4-ylamine
    • 2,6-dibromo-4-amino-5-nitro-pyridine
    • 4-AMINO-2,6-DIBROMO-3-NITROPYRIDINE
    • 4-Pyridinamine,2,6-dibromo-3-nitro
    • 2,6-Dibromo-3-nitro-4-pyridinamine (ACI)
    • (2,6-Dibromo-3-nitropyridin-4-yl)amine
    • 2,6-Dibromo-3-nitro-pyridin-4-ylamine
    • 848470-14-4
    • DTXSID30693025
    • MFCD11044253
    • AS-61862
    • KIELQQMDXWZGKC-UHFFFAOYSA-N
    • EN300-3006005
    • DB-082148
    • SCHEMBL1868997
    • AKOS016012923
    • CS-0038815
    • 4-Amino-2,6-Dibromo-3-Nitropyridine
    • MDL: MFCD11044253
    • Inchi: 1S/C5H3Br2N3O2/c6-3-1-2(8)4(10(11)12)5(7)9-3/h1H,(H2,8,9)
    • InChI Key: KIELQQMDXWZGKC-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C(N)=CC(Br)=NC=1Br)=O

Computed Properties

  • Exact Mass: 294.85900
  • Monoisotopic Mass: 294.85920g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 186
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.6
  • Topological Polar Surface Area: 84.7?2

Experimental Properties

  • Boiling Point: 396.5±37.0℃/760mmHg
  • PSA: 84.73000
  • LogP: 3.20140

4-Amino-2,6-Dibromo-3-Nitropyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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4-Amino-2,6-Dibromo-3-Nitropyridine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sulfuric acid ;  rt → 47 °C; 35 min, 47 °C → 56 °C; 1 h, 53 - 55 °C; cooled
Reference
A flexible synthesis of C-6 and N-1 analogues of a 4-amino-1,3-dihydroimidazo[4,5-c]pyridin-2-one core
Hay, Duncan A.; Adam, Fiona M.; Bish, Gerwyn; Calo, Frederick; Dixon, Rachel; et al, Tetrahedron Letters, 2011, 52(44), 5728-5732

Production Method 2

Reaction Conditions
1.1 Reagents: Sulfuric acid ;  35 min, 55 °C; 1 h, 55 °C; 55 °C → rt
1.2 Reagents: Water ;  0 °C
Reference
Access to 3-Deazaguanosine Building Blocks for RNA Solid-Phase Synthesis Involving Hartwig-Buchwald C-N Cross-Coupling
Mairhofer, Elisabeth; Flemmich, Laurin; Kreutz, Christoph ; Micura, Ronald, Organic Letters, 2019, 21(11), 3900-3903

Production Method 3

Reaction Conditions
1.1 Reagents: Sulfuric acid ,  Nitric acid Solvents: Water ;  0 °C → rt
Reference
Design and optimization of orally active TLR7 agonists for the treatment of hepatitis C virus infection
Tran, Thien-Duc; Pryde, David C.; Jones, Peter; Adam, Fiona M.; Benson, Neil; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(8), 2389-2393

4-Amino-2,6-Dibromo-3-Nitropyridine Raw materials

4-Amino-2,6-Dibromo-3-Nitropyridine Preparation Products

Additional information on 4-Amino-2,6-Dibromo-3-Nitropyridine

Comprehensive Overview of 4-Amino-2,6-Dibromo-3-Nitropyridine (CAS No. 848470-14-4): Properties, Applications, and Industry Insights

4-Amino-2,6-Dibromo-3-Nitropyridine (CAS No. 848470-14-4) is a specialized heterocyclic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique molecular structure. As a derivative of pyridine, this compound features a nitro group and two bromine atoms strategically positioned on the aromatic ring, making it a versatile intermediate for synthesizing more complex molecules. Researchers and manufacturers are increasingly exploring its potential in drug discovery, particularly for targeting enzyme inhibition and antimicrobial activity.

The growing demand for nitropyridine derivatives in modern chemistry is driven by their role in developing novel therapeutics and crop protection agents. With the rise of antibiotic resistance and the need for sustainable agriculture, compounds like 4-Amino-2,6-Dibromo-3-Nitropyridine are being studied for their efficacy against resistant bacterial strains and pests. Its CAS number 848470-14-4 serves as a critical identifier in global chemical databases, ensuring traceability for regulatory compliance and supply chain transparency.

From a synthetic chemistry perspective, the presence of both amino and nitro functional groups in 4-Amino-2,6-Dibromo-3-Nitropyridine allows for diverse chemical transformations. This characteristic makes it valuable for constructing molecular scaffolds in medicinal chemistry, where researchers frequently search for "brominated pyridine synthesis" or "nitropyridine building blocks" to develop kinase inhibitors or other bioactive compounds. The compound's halogenated structure also contributes to its stability, a key consideration for industrial-scale applications.

Environmental and safety considerations are paramount when handling CAS 848470-14-4. While not classified as hazardous under standard protocols, proper storage conditions (typically cool, dry environments) and personal protective equipment are recommended. The compound's spectral data (including NMR and mass spectrometry profiles) are well-documented, aiding in quality control during production. Analytical chemists often reference these datasets when verifying compound purity for research purposes.

Market trends indicate rising interest in halogenated pyridine derivatives, with 4-Amino-2,6-Dibromo-3-Nitropyridine positioned as a niche but growing segment. Pharmaceutical companies exploring "next-generation heterocyclic compounds" frequently evaluate its potential in fragment-based drug design. Meanwhile, material scientists investigate its utility in organic electronics, where pyridine-based molecules show promise for conductive materials. These multidisciplinary applications underscore the compound's relevance across scientific domains.

Quality standards for 848470-14-4 vary by application, with pharmaceutical-grade material requiring stricter purity thresholds (>98%) compared to industrial uses. Suppliers typically provide detailed certificates of analysis including HPLC chromatograms and residual solvent reports. Researchers sourcing this compound should verify these specifications, particularly when the end-use involves biological testing or clinical research applications.

Future research directions for 4-Amino-2,6-Dibromo-3-Nitropyridine may explore its catalytic properties or modifications to enhance water solubility for biological applications. The compound's structural features make it a candidate for metal-organic framework (MOF) development, an area gaining traction in gas storage and separation technologies. Such innovative applications align with global sustainability goals, potentially positioning this pyridine derivative as a valuable tool in green chemistry initiatives.

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