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CS-W001157 4
Total: USD 88.00

4,6-Dichloroquinazoline

  • CAS No. 7253-22-7

  • Cat. No. CS-W004034
  • Purity≥97%
  • MDL No.MFCD00089492

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

4,6-Dichloroquinazoline|CS-W004034

Structure of 7253-22-7

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General Information

  • CAS No. 7253-22-7
  • Cat. No. CS-W004034
  • Purity ≥97%
  • MDL No. MFCD00089492
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₄Cl₂N₂
  • Molecular Weight 199.04
  • Synonym(s) Quinazoline,4,6-dichloro
  • SMILES ClC1=CC(C(Cl)=NC=N2)=C2C=C1

Description

4,6-Dichloroquinazoline is a bench-stable, electron-deficient heterocycle featuring two chlorine substituents at the 4- and 6-positions of the quinazoline core. This configuration enhances reactivity in nucleophilic substitution processes, enabling efficient coupling with diverse amines and thiols to construct functionalized derivatives for medicinal chemistry applications.

Application

4,6-Dichloroquinazoline serves as a versatile building block in medicinal chemistry, enabling straightforward functionalization at C4 and C6 positions via palladium-catalyzed cross-coupling reactions. Its high reactivity and bench stability facilitate efficient synthesis of quinazoline-based kinase inhibitors and other bioactive heterocycles, with excellent functional group tolerance and predictable regioselectivity in standard synthetic workflows.

Synthesis

  • Route1

    References

    • Sinha, Girish Kumar; Pandey, Bibhishan; Sinha, Alka Oriental Journal of Chemistry, 2010 , vol. 26, # 4 p. 1401 - 1406
  • Route2

    References

    • Bioorganic and Medicinal Chemistry, , vol. 11, # 3 p. 383 - 391
  • Route3
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      118-92-3
    • ~%
    • In-stock
      4,6-Dichloroquinazoline|CS-W004034
      7253-22-7

    References

    • Journal of the American Chemical Society, , vol. 68, p. 1303

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.9366
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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