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CS-W001157 4
Total: USD 88.00

2-Amino-6-methoxybenzoic acid

  • CAS No. 53600-33-2

  • Cat. No. CS-W002870
  • Purity≥97%
  • MDL No.MFCD01941328

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

2-Amino-6-methoxybenzoic acid|CS-W002870

Structure of 53600-33-2

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General Information

  • CAS No. 53600-33-2
  • Cat. No. CS-W002870
  • Purity ≥97%
  • MDL No. MFCD01941328
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight None
  • Synonym(s) Benzoic acid, 2-amino-6-methoxy-
  • SMILES COC1=CC=CC(N)=C1C(O)=O

Description

2-Amino-6-methoxybenzoic acid features a strategically positioned amino group and methoxy substituent on the aromatic ring, enabling versatile integration into pharmaceutical intermediates. The carboxylic acid functionality supports direct coupling reactions, while the electron-donating methoxy group enhances reactivity in electrophilic substitution processes. This compound exhibits good solubility in common organic solvents and maintains stability under standard bench conditions, facilitating efficient handling in synthetic workflows.

Application

2-Amino-6-methoxybenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-amino and methoxy groups provide orthogonal reactivity for sequential functionalization, while the carboxylic acid facilitates coupling reactions. The compound exhibits good bench stability and is readily purified by recrystallization, supporting scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Imperial Chemical Industries, PLC Patent: US5599814 A1, 1997 ;
  • Route2

    References

    • Chemische Berichte, , vol. 94, p. 2295 - 2305 Journal of the American Chemical Society, , vol. 99, p. 3734 - 3744
  • Route3
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      606-20-2
    • ~%
    • In-stock
      2-Amino-6-methoxybenzoic acid|CS-W002870
      53600-33-2

    References

    • Australian Journal of Chemistry, , vol. 33, # 12 p. 2777 - 2779

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

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Computational Chemistry Data

  • TPSA   72.55
  • LogP   0.9756
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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