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CS-W001157 4
Total: USD 88.00

2,6-Dichloro-4-nitropyridine

  • CAS No. 25194-01-8

  • Cat. No. CS-W020683
  • Purity≥98%
  • MDL No.MFCD05670545

*For research and further manufacturing use only, not for direct human use.

2,6-Dichloro-4-nitropyridine|CS-W020683

Structure of 25194-01-8

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General Information

  • CAS No. 25194-01-8
  • Cat. No. CS-W020683
  • Purity ≥98%
  • MDL No. MFCD05670545
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂Cl₂N₂O₂
  • Molecular Weight 192.99
  • Synonym(s) T6NJ BG DNW FG [WLN]
  • SMILES O=[N+](C1=CC(Cl)=NC(Cl)=C1)[O-]

Description

2,6-Dichloro-4-nitropyridine features a pyridine core functionalized with two chlorine atoms at the 2 and 6 positions and a nitro group at the 4 position. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a robust building block for pharmaceutical intermediates and agrochemicals under standard conditions.

Application

2,6-Dichloro-4-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient functionalization at the 4-position via nucleophilic substitution. The electron-deficient pyridine ring facilitates regioselective reactions with amines, thiols, and other nucleophiles, while the dichloro substituents offer orthogonal reactivity for sequential transformations. Its bench stability and ease of purification make it well-suited for iterative synthesis of complex scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

  • Route1
    • null|null
      2587-00-0
    • ~68%
    • In-stock
      2,6-Dichloro-4-nitropyridine|CS-W020683
      25194-01-8

    References

    • Xuanzhu Pharmaco., Ltd. Patent: EP2524917 A1, 2012 ; Location in patent: Page/Page column 58-59 ;
  • Route2
    • null|null
      2587-01-1
    • ~%
    • In-stock
      2,6-Dichloro-4-nitropyridine|CS-W020683
      25194-01-8

    References

    • US4453972 A1, ;
  • Route3
    • null|null
      14432-16-7
    • ~69%
    • In-stock
      2,6-Dichloro-4-nitropyridine|CS-W020683
      25194-01-8

    References

    • Palmer, Andreas Marc; Muench, Gabriela; Brehm, Christof; Zimmermann, Peter Jan; Buhr, Wilm; Feth, Martin Philipp; Simon, Wolfgang Alexander Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 3 p. 1511 - 1530

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H318-H335
Precautionary Statements : P261-P264-P270-P271-P272-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   2.2966
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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