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CS-W001157 4
Total: USD 88.00

2-Amino-6-chlorobenzoic acid

  • CAS No. 2148-56-3

  • Cat. No. CS-D1462
  • Purity≥98%
  • MDL No.MFCD00051530

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

2-Amino-6-chlorobenzoic acid|CS-D1462

Structure of 2148-56-3

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General Information

  • CAS No. 2148-56-3
  • Cat. No. CS-D1462
  • Purity ≥98%
  • MDL No. MFCD00051530
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₂
  • Molecular Weight 171.58
  • Synonym(s) 6-Chloroanthranilic acid
  • SMILES O=C(O)C1=C(Cl)C=CC=C1N

Description

2-Amino-6-chlorobenzoic acid features a chlorinated aromatic ring with strategically positioned amino and carboxylic acid groups, enabling direct integration into pharmaceutical intermediates. The electron-withdrawing chlorine enhances reactivity at the ortho position, while the amino group facilitates coupling reactions under mild conditions. This scaffold offers high stability and solubility in polar solvents, streamlining synthesis workflows in medicinal chemistry.

Application

2-Amino-6-chlorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds through amidation, cyclization, and electrophilic substitution reactions. Its ortho-amino and chloro substituents provide complementary reactivity for sequential functionalization, while the carboxylic acid facilitates direct coupling or derivatization. Bench-stable and readily purified by recrystallization, it functions efficiently in standard synthetic workflows for API intermediates and bioactive molecule development.

Synthesis

  • Route1

    References

    • Journal of the American Chemical Society, , vol. 76, p. 6336,6337
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 55, p. 2559,2563
  • Route3
    • N-(3-Chloro-2-methylphenyl)acetamide|CS-0007911
      7463-35-6
    • ~%
    • In-stock
      2-Amino-6-chlorobenzoic acid|CS-D1462
      2148-56-3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 13, # 19 p. 5613 - 5622

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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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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