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CS-W001157 4
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2-Chloro-7,8-dihydroquinolin-5(6H)-one

  • CAS No. 124467-36-3

  • Cat. No. CS-0043405
  • Purity≥96%
  • MDL No.MFCD08692066

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

2-Chloro-7,8-dihydroquinolin-5(6H)-one|CS-0043405

Structure of 124467-36-3

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General Information

  • CAS No. 124467-36-3
  • Cat. No. CS-0043405
  • Purity ≥96%
  • MDL No. MFCD08692066
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈ClNO
  • Molecular Weight None
  • Synonym(s) 2-CHLORO-7,8-DIHYDRO-6H-QUINOLIN-5-ONE
  • SMILES O=C1C2=C(N=C(Cl)C=C2)CCC1

Description

2-Chloro-7,8-dihydroquinolin-5(6H)-one features a fused bicyclic core with a chlorinated aromatic ring and a reducible carbonyl at the 5-position. This scaffold delivers enhanced electron-withdrawing character and structural rigidity, enabling efficient incorporation into bioactive molecules. The compound exhibits bench-stable handling and compatibility with diverse synthetic transformations.

Application

2-Chloro-7,8-dihydroquinolin-5(6H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to quinoline-based scaffolds. Its reactive chloro substituent facilitates palladium-catalyzed cross-coupling reactions, while the enaminone functionality supports nucleophilic addition and condensation processes. The compound exhibits good bench stability and is readily purified by crystallization, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1

    References

    • US2014/31391 A1, ; Paragraph 0368; 0369; 0370 ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 1 p. 240 - 244
  • Route3

    References

    • US2014/31391 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335-H410
Precautionary Statements : P261-P273-P280

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   2.254
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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