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CS-W001157 4
Total: USD 88.00

4-Amino-3-chlorobenzoic acid

  • CAS No. 2486-71-7

  • Cat. No. CS-W020673
  • Purity≥97%
  • MDL No.MFCD00460423

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

4-Amino-3-chlorobenzoic acid|CS-W020673

Structure of 2486-71-7

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General Information

  • CAS No. 2486-71-7
  • Cat. No. CS-W020673
  • Purity ≥97%
  • MDL No. MFCD00460423
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₂
  • Molecular Weight 171.58
  • Synonym(s) 4-amino-3-chlorobenzoate
  • SMILES O=C(O)C1=CC=C(N)C(Cl)=C1

Description

4-Amino-3-chlorobenzoic acid features a strategically positioned chloro group adjacent to a carboxylic acid, enhancing electrophilic reactivity while the para-amino moiety provides a robust handle for coupling reactions. This electron-rich scaffold integrates readily into bioactive molecule synthesis under mild conditions.

Application

4-Amino-3-chlorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling direct access to substituted benzimidazoles and other heterocyclic scaffolds via standard coupling and cyclization protocols. Its dual functionality—amine and carboxylic acid—supports diverse derivatization strategies, including amide formation, esterification, and metal-catalyzed cross-coupling. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for high-throughput synthesis and API intermediate development.

Synthesis

  • Route1

    References

    • H. LUNDBECK A/S Patent: WO2006/114093 A1, 2006 ; Location in patent: Page/Page column 37 ; WO 2006/114093 A1
  • Route2

    References

    • Vertex Pharmaceuticals Incorporated Patent: US6531474 B1, 2003 ; US 6531474 B1
  • Route3

    References

    • WO2005/115147 A2, ; Page/Page column 40 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.6204
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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