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CS-W001157 4
Total: USD 88.00

1-(2-Amino-3-chlorophenyl)ethanone

  • CAS No. 56762-32-4

  • Cat. No. CS-0186218
  • Purity≥98%
  • MDL No.None

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

1-(2-Amino-3-chlorophenyl)ethanone|CS-0186218

Structure of 56762-32-4

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General Information

  • CAS No. 56762-32-4
  • Cat. No. CS-0186218
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈ClNO
  • Molecular Weight 169.61
  • Synonym(s) 2-Amino-3-chloro-acetophenone
  • SMILES CC(=O)C1=C(C(=CC=C1)Cl)N

Description

1-(2-Amino-3-chlorophenyl)ethanone features a chlorinated aromatic ring paired with an amino group and a ketone functionality, enabling direct integration into bioactive scaffolds. This electron-deficient aryl ketone serves as a key intermediate in pharmaceutical synthesis, offering enhanced reactivity for nucleophilic additions and condensation reactions under standard conditions.

Application

1-(2-Amino-3-chlorophenyl)ethanone serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted quinoline and isoquinoline scaffolds via cyclization reactions. The ortho-chloro and amino groups facilitate directed metallation and electrophilic substitution, while the ketone functionality supports nucleophilic additions and reductive amination. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step syntheses targeting bioactive heterocycles.

Synthesis

  • Route1
    • 1-(3-Chloro-2-nitrophenyl)ethan-1-one|CS-0670614
      7137-38-4
    • ~60%
    • In-stock
      1-(2-Amino-3-chlorophenyl)ethanone|CS-0186218
      56762-32-4

    References

    • H. LUNDBECK A/S; KEHLER, Jan; KILBURN, John Paul; NIELSEN, Jacob; PÜSCHL, Ask; LANGGÅRD, Morten; JESSING, Mikkel; MARIGO, Mauro Patent: WO2013/50527 A1, 2013 ; Location in patent: Page/Page column 55; 56; 57 ;
  • Route2

    References

    • H. LUNDBECK A/S; KEHLER, Jan; KILBURN, John Paul; NIELSEN, Jacob; PÜSCHL, Ask; LANGGÅRD, Morten; JESSING, Mikkel; MARIGO, Mauro Patent: WO2013/50527 A1, 2013 ;
  • Route3
    • null|null
      19088-99-4
    • ~%
    • In-stock
      1-(2-Amino-3-chlorophenyl)ethanone|CS-0186218
      56762-32-4

    References

    • H. LUNDBECK A/S; KEHLER, Jan; KILBURN, John Paul; NIELSEN, Jacob; PÜSCHL, Ask; LANGGÅRD, Morten; JESSING, Mikkel; MARIGO, Mauro Patent: WO2013/50527 A1, 2013 ;

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   43.09
  • LogP   2.1248
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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