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CS-W001157 4
Total: USD 88.00

2-[(3-methoxyphenyl)amino]benzoic acid

  • CAS No. 27693-73-8

  • Cat. No. CS-0262225
  • Purity≥98%
  • MDL No.None

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

2-[(3-methoxyphenyl)amino]benzoic acid|CS-0262225

Structure of 27693-73-8

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General Information

  • CAS No. 27693-73-8
  • Cat. No. CS-0262225
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₃NO₃
  • Molecular Weight 243.26
  • Synonym(s) Anthranilic acid, N-(3-methoxyphenyl)-
  • SMILES O=C(O)C1=CC=CC=C1NC2=CC=CC(OC)=C2

Description

This boronate moiety integrates a methoxy-substituted aniline group with a carboxylic acid functionality, enabling efficient coupling in Suzuki-Miyaura reactions. The electron-rich aromatic system enhances reactivity while maintaining stability under standard conditions.

Application

2-[(3-Methoxyphenyl)amino]benzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-aminoaryl and carboxylic acid functionalities offer complementary reactivity for coupling reactions, cyclizations, and derivatization. The compound exhibits good bench stability and facilitates purification via standard techniques, supporting scalable synthesis workflows.

Synthesis

  • Route1
    • null|null
      536-90-3
    • 2-Chlorobenzoic acid Mesalazine  Impurity|CS-0229161
      118-91-2
    • ~84%
    • In-stock
      2-[(3-methoxyphenyl)amino]benzoic acid|CS-0262225
      27693-73-8

    References

    • Docampo Palacios, Maite L.; Pellon Comdom, Rolando F. Synthetic Communications, 2003 , vol. 33, # 10 p. 1771 - 1775
  • Route2
    • null|null
      536-90-3
    • In-stock
      2-Fluorobenzoic acid|CS-W019975
      445-29-4
    • ~67%
    • In-stock
      2-[(3-methoxyphenyl)amino]benzoic acid|CS-0262225
      27693-73-8

    References

    • Deiters, Emmanuel; Gumy, Frederic; Buenzli, Jean-Claude G. European Journal of Inorganic Chemistry, 2010 , # 18 p. 2723 - 2734
  • Route3
    • null|null
      21971-25-5
    • ~87%
    • In-stock
      2-[(3-methoxyphenyl)amino]benzoic acid|CS-0262225
      27693-73-8

    References

    • Adeniji, Adegoke O.; Twenter, Barry M.; Byrns, Michael C.; Jin, Yi; Chen, Mo; Winkler, Jeffrey D.; Penning, Trevor M. Journal of Medicinal Chemistry, 2012 , vol. 55, # 5 p. 2311 - 2323

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-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   58.56
  • LogP   3.137
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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