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CS-W001157 4
Total: USD 88.00

1-(2-Amino-5-chlorophenyl)ethanone

  • CAS No. 1685-19-4

  • Cat. No. CS-W005834
  • Purity≥97%
  • MDL No.MFCD07434611

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

1-(2-Amino-5-chlorophenyl)ethanone|CS-W005834

Structure of 1685-19-4

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General Information

  • CAS No. 1685-19-4
  • Cat. No. CS-W005834
  • Purity ≥97%
  • MDL No. MFCD07434611
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈ClNO
  • Molecular Weight 169.61
  • Synonym(s) Ethanone,1-(2-amino-5-chlorophenyl)-1-(2-aMino-5-chlorophenyl)ethan-1-one(2-AMino-5-chlorophenyl)ethanone
  • SMILES CC(=O)C1=C(N)C=CC(Cl)=C1

Description

1-(2-Amino-5-chlorophenyl)ethanone features a chlorinated aromatic ring paired with an amino group and a ketone functionality, enabling direct integration into pharmaceutical intermediates. The electron-rich amine facilitates coupling reactions, while the para-chloro substituent enhances reactivity in electrophilic transformations. This compound serves as a key scaffold for targeted synthesis in medicinal chemistry applications.

Application

1-(2-Amino-5-chlorophenyl)ethanone serves as a key building block in the synthesis of heterocyclic scaffolds and pharmaceutical intermediates. Its ortho-amino and chloro substituents enable diverse coupling reactions and cyclization pathways, while the acetyl group offers a handle for further functionalization. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Meyer, Adam Gerhard; Winzenberg, Kevin Norman; Sawutz, David G.; Liepa, Andris Juris Patent: US2006/63841 A1, 2006 ; Location in patent: Page/Page column 24; 4/12 ;
  • Route2
    • In-stock
      2-Amino-5-chloro-N-methoxy-N-methylbenzamide|CS-0463938
      150879-48-4
    • null|null
      917-54-4
    • ~%
    • In-stock
      1-(2-Amino-5-chlorophenyl)ethanone|CS-W005834
      1685-19-4

    References

    • US2007/88071 A1, ; Page/Page column 33 ; US 20070088071 A1
  • Route3
    • null|null
      106-47-8
    • null|null
      75-05-8
    • ~22%
    • In-stock
      1-(2-Amino-5-chlorophenyl)ethanone|CS-W005834
      1685-19-4

    References

    • Nittoli, Thomas; Curran, Kevin; Insaf, Shabana; DiGrandi, Martin; Orlowski, Mark; Chopra, Rajiv; Agarwal, Atul; Howe, Anita Y. M.; Prashad, Amar; Floyd, M. Brawner; Johnson, Bernard; Sutherland, Alan; Wheless, Karen; Feld, Boris; O'Connell, John; Mansour, Tarek S.; Bloom, Jonathan Journal of Medicinal Chemistry, 2007 , vol. 50, # 9 p. 2108 - 2116

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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