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2-Oxo-1,2-dihydroquinoline-3-carbaldehyde

  • CAS No. 91301-03-0

  • Cat. No. CS-0117078
  • Purity≥96%
  • MDL No.None

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

2-Oxo-1,2-dihydroquinoline-3-carbaldehyde|CS-0117078

Structure of 91301-03-0

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General Information

  • CAS No. 91301-03-0
  • Cat. No. CS-0117078
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₇NO₂
  • Molecular Weight 173.17
  • Synonym(s) 2-Oxo-1,2-Dihydro-3-Quinolinecarbaldehyde
  • SMILES O=CC1=CC2=C(NC1=O)C=CC=C2

Description

2-Oxo-1,2-dihydroquinoline-3-carbaldehyde features a fused quinoline core with a carbonyl at the 2-position and an aldehyde at the 3-position, delivering high reactivity in heterocyclic synthesis. This electron-deficient scaffold integrates readily into complex molecular architectures, enabling efficient access to bioactive alkaloid analogs and functionalized pharmaceutical intermediates under mild conditions.

Application

2-Oxo-1,2-dihydroquinoline-3-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to quinoline-based scaffolds. Its conjugated aldehyde and ketone functionalities facilitate nucleophilic additions, condensations, and transition-metal-catalyzed couplings. The molecule exhibits good bench stability and compatibility with common protecting groups, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Journal of Heterocyclic Chemistry, , vol. 26, p. 1589 - 1594
  • Route2
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    • In-stock
      2-Oxo-1,2-dihydroquinoline-3-carbaldehyde|CS-0117078
      91301-03-0

    References

    • Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, , vol. 44, # 9 p. 1868 - 1875
  • Route3

    References

    • European Journal of Organic Chemistry, , # 2 p. 317 - 325

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   49.93
  • LogP   1.3406
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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