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CS-W001157 4
Total: USD 88.00

2,3-Dichloro-6,7-dimethylquinoxaline

  • CAS No. 63810-80-0

  • Cat. No. CS-0152883
  • Molecule weight227.09
  • Purity≥98%
  • MDL No.MFCD00772734

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

2,3-Dichloro-6,7-dimethylquinoxaline|CS-0152883

Structure of 63810-80-0

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General Information

  • CAS No. 63810-80-0
  • Cat. No. CS-0152883
  • Purity ≥98%
  • MDL No. MFCD00772734
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈Cl₂N₂
  • Molecular Weight 227.09
  • Synonym(s) 6,7-dimethyl-2,3-dichloroquinoxaline
  • SMILES CC1=CC2=NC(=C(Cl)N=C2C=C1C)Cl

Description

2,3-Dichloro-6,7-dimethylquinoxaline is a sterically hindered, electron-deficient heterocycle featuring two chlorine substituents at the 2,3-positions and methyl groups at the 6,7-positions. This configuration enhances its stability and reactivity in transition metal-catalyzed cross-coupling reactions. The molecule serves as a robust scaffold for constructing complex polycyclic architectures in medicinal chemistry and materials science.

Application

2,3-Dichloro-6,7-dimethylquinoxaline serves as a versatile building block in heterocyclic synthesis, enabling efficient construction of substituted quinoxaline scaffolds via palladium-catalyzed cross-coupling reactions. Its dichloro substitution pattern facilitates sequential functionalization, while the methyl groups enhance solubility and stability under standard reaction conditions. This compound is particularly valuable for medicinal chemistry applications requiring modular access to fused bicyclic systems.

Synthesis

  • Route1
    • 6,7-Dimethyl-1,4-dihydroquinoxaline-2,3-dione|CS-0323878
      2474-50-2
    • ~94%
    • In-stock
      2,3-Dichloro-6,7-dimethylquinoxaline|CS-0152883
      63810-80-0

    References

    • Bhat, Ajita; Chang, Hui-Min; Wallace, Lane J.; Weinstein, David M.; Shams, Gamal; Garris, Cynthia C.; Hill, Ronald A. Bioorganic and Medicinal Chemistry, 1998 , vol. 6, # 3 p. 271 - 282
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 65, # 11 p. 3395 - 3403

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   3.55344
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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