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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-5-nitropyridine

  • CAS No. 4487-56-3

  • Cat. No. CS-D1604
  • Purity≥98%
  • MDL No.MFCD07368834

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

2,4-Dichloro-5-nitropyridine|CS-D1604

Structure of 4487-56-3

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General Information

  • CAS No. 4487-56-3
  • Cat. No. CS-D1604
  • Purity ≥98%
  • MDL No. MFCD07368834
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂Cl₂N₂O₂
  • Molecular Weight 192.99
  • Synonym(s) None
  • SMILES O=[N+](C1=CN=C(Cl)C=C1Cl)[O-]

Description

2,4-Dichloro-5-nitropyridine features a pyridine core bearing two chlorine atoms and a nitro group at strategic positions, enabling selective functionalization in cross-coupling and nucleophilic substitution reactions. This electron-deficient heterocycle serves as a robust scaffold for constructing complex pharmaceutical intermediates and advanced materials under standard conditions.

Application

2,4-Dichloro-5-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient functionalization at the 3- and 6-positions via nucleophilic substitution. Its dual chloro groups exhibit high reactivity under mild conditions, facilitating the construction of complex pyridine-based scaffolds. The nitro group provides a handle for further transformation, including reduction to an amine or participation in coupling reactions. Bench-stable and readily purified, it functions as a key intermediate in the development of pharmaceuticals and agrochemicals.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED Patent: WO2005/37197 A2, 2005 ; Location in patent: Page/Page column 84 ; WO 2005/037197 A2
  • Route2

    References

    • Boehringer Ingelheim International GmbH Patent: US2006/217417 A1, 2006 ; Location in patent: Page/Page column 13 ;
  • Route3

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/87530 A1, 2006 ; Location in patent: Page/Page column 73 ; WO 2006/087530 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-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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