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CS-W001157 4
Total: USD 88.00

2,6-Dichloroquinoline-3-carbaldehyde

  • CAS No. 73568-41-9

  • Cat. No. CS-0127234
  • Purity≥97%
  • MDL No.MFCD06202347

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

2,6-Dichloroquinoline-3-carbaldehyde|CS-0127234

Structure of 73568-41-9

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General Information

  • CAS No. 73568-41-9
  • Cat. No. CS-0127234
  • Purity ≥97%
  • MDL No. MFCD06202347
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₅Cl₂NO
  • Molecular Weight 226.06
  • Synonym(s) 3-Quinolinecarboxaldehyde, 2,6-dichloro-
  • SMILES O=CC1=CC2=CC(Cl)=CC=C2N=C1Cl

Description

2,6-Dichloroquinoline-3-carbaldehyde delivers a rigid, electron-deficient quinoline scaffold bearing two ortho-chloro substituents that enhance electrophilicity at the aldehyde center. This configuration supports efficient coupling reactions in heterocyclic synthesis and enables selective functionalization under mild conditions.

Application

2,6-Dichloroquinoline-3-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to quinoline-based scaffolds through nucleophilic addition and condensation reactions. Its dual chlorine substituents enhance electrophilicity at the C3 position, facilitating coupling with amines, hydrazines, and other nitrogen nucleophiles under mild conditions. The aldehyde functionality provides a handle for further derivatization, including reductive amination and oxime formation. Bench-stable and readily purified by recrystallization, it functions effectively in medicinal chemistry lead optimization and API intermediate development.

Synthesis

  • Route1
    • N-(4-Chlorophenyl)acetamide Paracetamol Impurity|CS-0229687
      539-03-7
    • null|null
      68-12-2
    • ~85%
    • In-stock
      2,6-Dichloroquinoline-3-carbaldehyde|CS-0127234
      73568-41-9

    References

    • Synlett, , # 2 p. 251 - 253
  • Route2
    • N-(4-Chlorophenyl)acetamide Paracetamol Impurity|CS-0229687
      539-03-7
    • null|null
      68-12-2
    • ~23%
    • null|null
      2103-46-0
    • In-stock
      2,6-Dichloroquinoline-3-carbaldehyde|CS-0127234
      73568-41-9

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 1520 - 1530
  • Route3
    • p-Chloroacetophenone oxime|CS-M3526
      1956-39-4
    • null|null
      68-12-2
    • ~%
    • In-stock
      2,6-Dichloroquinoline-3-carbaldehyde|CS-0127234
      73568-41-9

    References

    • Acta Poloniae Pharmaceutica - Drug Research, , vol. 68, # 2 p. 231 - 236

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

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   3.3541
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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