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CS-W001157 4
Total: USD 88.00

4,6-Dichloroquinoline

  • CAS No. 4203-18-3

  • Cat. No. CS-W010548
  • Purity≥98%
  • MDL No.MFCD00156141

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

4,6-Dichloroquinoline|CS-W010548

Structure of 4203-18-3

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General Information

  • CAS No. 4203-18-3
  • Cat. No. CS-W010548
  • Purity ≥98%
  • MDL No. MFCD00156141
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅Cl₂N
  • Molecular Weight 198.05
  • Synonym(s) None
  • SMILES ClC1=CC=C2N=CC=C(Cl)C2=C1

Description

4,6-Dichloroquinoline is a heterocyclic compound featuring two chlorine substituents at the 4 and 6 positions of the quinoline core. This electron-deficient scaffold serves as a key building block in medicinal chemistry, enabling efficient coupling reactions and facilitating targeted functionalization in drug discovery pipelines.

Application

4,6-Dichloroquinoline serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal reactivity at the 4- and 6-positions. The molecule exhibits excellent bench stability and facilitates efficient functionalization in late-stage diversification. Its electron-deficient core enhances coupling efficiency and supports the construction of complex heterocyclic scaffolds found in pharmaceuticals and organic semiconductors.

Synthesis

  • Route1
    • 6-Chloroquinolin-4(1H)-one|CS-0369143
      21921-70-0
    • ~93%
    • In-stock
      4,6-Dichloroquinoline|CS-W010548
      4203-18-3

    References

    • SUPERGEN, INC. Patent: WO2008/46085 A2, 2008 ; Location in patent: Page/Page column 115-116 ; WO 2008/046085 A2
  • Route2

    References

    • De; Byers; Krogstad Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 1 p. 315 - 320
  • Route3

    References

    • Riegel et al. Journal of the American Chemical Society, 1946 , vol. 68, p. 1264

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.5416
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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