Cas no 856973-26-7 (4,6-dibromopyrimidin-2-amine)

4,6-Dibromopyrimidin-2-amine is a halogenated pyrimidine derivative widely utilized as a key intermediate in organic synthesis and pharmaceutical research. Its dibromo-substituted structure enhances reactivity, making it particularly valuable for nucleophilic aromatic substitution (SNAr) and cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The presence of the amine group at the 2-position further expands its utility in constructing heterocyclic frameworks. This compound is favored for its high purity and stability under standard conditions, ensuring consistent performance in complex synthetic pathways. Its applications extend to the development of agrochemicals, bioactive molecules, and materials science, where precise functionalization is critical.
4,6-dibromopyrimidin-2-amine structure
4,6-dibromopyrimidin-2-amine structure
Product Name:4,6-dibromopyrimidin-2-amine
CAS No:856973-26-7
MF:C4H3Br2N3
MW:252.894718408585
MDL:MFCD09263251
CID:717640
PubChem ID:20234627
Update Time:2025-06-15

4,6-dibromopyrimidin-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-Amino-4,6-dibromopyrimidine
    • 2-Dmino-4,6-dibromopyrimidine
    • 2-Pyrimidinamine,4,6-dibromo-
    • 4,6-dibromo-2-Pyrimidinamine
    • 4,6-dibromopyrimidin-2-amine
    • PB25131
    • FCH1392008
    • AB0027038
    • AX8070039
    • ST2416369
    • W8820
    • A19234
    • 4,6-Dibromo-2-pyrimidinamine (ACI)
    • Pyrimidine, 2-amino-4,6-dibromo- (5CI)
    • 856973-26-7
    • SCHEMBL3045826
    • CS-W021554
    • 2-Amino-4 pound not6-dibromopyrimidine
    • DTXSID70603941
    • C4H3Br2N3
    • MFCD09263251
    • AKOS015854835
    • DB-076400
    • J-507822
    • DS-10490
    • MDL: MFCD09263251
    • Inchi: 1S/C4H3Br2N3/c5-2-1-3(6)9-4(7)8-2/h1H,(H2,7,8,9)
    • InChI Key: SJGGFMZIJOFJAA-UHFFFAOYSA-N
    • SMILES: BrC1C=C(Br)N=C(N)N=1

Computed Properties

  • Exact Mass: 250.86900
  • Monoisotopic Mass: 250.869
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 89.8
  • 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
  • Topological Polar Surface Area: 51.8
  • XLogP3: 1.9

Experimental Properties

  • Density: 2.287
  • Melting Point: 190-193℃
  • Boiling Point: 391.2°C at 760 mmHg
  • Flash Point: 190.4 °C
  • PSA: 51.80000
  • LogP: 2.16500

4,6-dibromopyrimidin-2-amine Security Information

4,6-dibromopyrimidin-2-amine Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the 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:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4,6-dibromopyrimidin-2-amine Pricemore >>

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4,6-dibromopyrimidin-2-amine Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Phosphoric tribromide Solvents: Acetonitrile ;  6 h, reflux
Reference
Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase
Lee, Yu-Ting; et al, Journal of Medicinal Chemistry, 2013, 56(1), 210-219

Production Method 2

Reaction Conditions
1.1 Reagents: Sodium ethoxide Solvents: Ethanol ;  3 h, reflux
1.2 Reagents: Acetic acid Solvents: Water ;  pH 6, rt
2.1 Reagents: Phosphoric tribromide Solvents: Acetonitrile ;  6 h, reflux
Reference
Sulfonylureas have antifungal activity and are potent inhibitors of Candida albicans acetohydroxyacid synthase
Lee, Yu-Ting; et al, Journal of Medicinal Chemistry, 2013, 56(1), 210-219

4,6-dibromopyrimidin-2-amine Raw materials

4,6-dibromopyrimidin-2-amine Preparation Products

Additional information on 4,6-dibromopyrimidin-2-amine

Comprehensive Overview of 4,6-Dibromopyrimidin-2-amine (CAS No. 856973-26-7): Properties, Applications, and Industry Insights

4,6-Dibromopyrimidin-2-amine (CAS No. 856973-26-7) is a halogenated pyrimidine derivative that has garnered significant attention in pharmaceutical and agrochemical research. This compound, characterized by its bromine-substituted pyrimidine structure, serves as a versatile intermediate in organic synthesis. Its molecular formula, C4H3Br2N3, and unique reactivity make it invaluable for constructing complex heterocyclic frameworks. Researchers frequently search for "4,6-dibromopyrimidin-2-amine synthesis" or "CAS 856973-26-7 suppliers," reflecting its commercial and academic demand.

The growing interest in pyrimidine-based compounds stems from their role in drug discovery, particularly in kinase inhibitors and antiviral agents. 4,6-Dibromopyrimidin-2-amine is often explored for its potential in "small molecule therapeutics" and "covalent inhibitor design," aligning with trends in personalized medicine. Recent publications highlight its utility in cross-coupling reactions, such as Suzuki-Miyaura couplings, to create biaryl pyrimidines—a hotspot in medicinal chemistry due to their bioactivity.

From an industrial perspective, the compound’s thermal stability and solubility profile (typically in polar aprotic solvents like DMF or DMSO) facilitate scalable processes. Manufacturers emphasize "high-purity 4,6-dibromopyrimidin-2-amine" to meet stringent regulatory standards for GMP-grade intermediates. Environmental concerns also drive innovations in "green bromination methods," reducing waste in its production.

Analytical techniques for 4,6-dibromopyrimidin-2-amine characterization include HPLC, NMR spectroscopy, and mass spectrometry. Researchers frequently inquire about "856973-26-7 spectral data" or "pyrimidine amine reactivity," underscoring the need for accessible reference materials. The compound’s crystallographic data is also pivotal for computational modeling studies.

Emerging applications in material science, such as organic electronics, further expand its relevance. Its electron-deficient pyrimidine core makes it a candidate for "n-type semiconductors"—a trending topic in renewable energy research. Startups and academia alike probe "pyrimidine-based OLED materials" to address efficiency challenges in displays.

In summary, 4,6-Dibromopyrimidin-2-amine (CAS No. 856973-26-7) bridges multiple disciplines, from life sciences to advanced materials. Its synthesis, properties, and applications continue to evolve, driven by interdisciplinary collaboration and technological advancements.

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