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CS-W001157 4
Total: USD 88.00

2-Amino-4,5-dichlorobenzoic acid

  • CAS No. 20776-61-8

  • Cat. No. CS-0199620
  • Purity≥97%
  • MDL No.None

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

2-Amino-4,5-dichlorobenzoic acid|CS-0199620

Structure of 20776-61-8

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General Information

  • CAS No. 20776-61-8
  • Cat. No. CS-0199620
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅Cl₂NO₂
  • Molecular Weight 206.03
  • Synonym(s) None
  • SMILES C1=C(C(=CC(=C1Cl)Cl)N)C(=O)O

Description

2-Amino-4,5-dichlorobenzoic acid features a sterically hindered aromatic core with dual electron-withdrawing chlorine substituents flanking a nucleophilic amino group. This combination enables direct coupling reactions under mild conditions, delivering robust intermediates for pharmaceutical and agrochemical synthesis. The carboxylic acid moiety facilitates salt formation and solubility tuning in polar solvents.

Application

2-Amino-4,5-dichlorobenzoic acid serves as a versatile building block for heterocyclic synthesis and medicinal chemistry campaigns. Its ortho-amino and carboxylic acid functionalities enable direct coupling reactions and cyclization pathways under standard conditions. The molecule exhibits good bench stability and facilitates efficient purification via crystallization or ion-exchange chromatography. Functions as a key intermediate in the construction of bioactive scaffolds requiring halogenated aromatic cores with tunable nitrogen functionality.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 19 p. 5472 - 5478
  • Route2
    • Methyl 2-amino-4,5-dichlorobenzoate|CS-0098778
      844647-17-2
    • ~81%
    • In-stock
      2-Amino-4,5-dichlorobenzoic acid|CS-0199620
      20776-61-8

    References

    • US2006/69286 A1, ; Page/Page column 19 ; US 20060069286 A1
  • Route3

    References

    • WO2006/52722 A1, ; Page/Page column 92-93; 97 ; WO 2006/052722 A1

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   63.32
  • LogP   2.2738
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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