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CS-W001157 4
Total: USD 88.00

2-Amino-4-iodobenzoic acid

  • CAS No. 20776-54-9

  • Cat. No. CS-W003643
  • Purity≥98%
  • MDL No.MFCD09800365

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

2-Amino-4-iodobenzoic acid|CS-W003643

Structure of 20776-54-9

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General Information

  • CAS No. 20776-54-9
  • Cat. No. CS-W003643
  • Purity ≥98%
  • MDL No. MFCD09800365
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆INO₂
  • Molecular Weight 263.03
  • Synonym(s) 2-amino-4-iodinebenzoic acid
  • SMILES Ic1ccc(c(c1)N)C(=O)O

Description

2-Amino-4-iodobenzoic acid features a carboxylic acid group and an iodine atom positioned meta to the amino functionality, enabling direct coupling in cross-coupling reactions. The electron-rich aromatic core facilitates palladium-catalyzed transformations, while the amino group offers additional derivatization potential. This compound serves as a key building block for pharmaceutical intermediates and functional materials.

Application

2-Amino-4-iodobenzoic acid serves as a versatile building block for the synthesis of biologically relevant heterocycles and pharmaceutical intermediates. The ortho-amino and iodo substituents enable sequential cross-coupling and cyclization reactions, while the carboxylic acid group facilitates derivatization and purification via salt formation. Its bench-stable crystalline form and compatibility with palladium-catalyzed transformations make it well-suited for iterative synthetic strategies in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • US2006/69286 A1, ; Page/Page column 26 ; US 20060069286 A1
  • Route2

    References

    • WO2008/154642 A2, ; Page/Page column 182 ; WO 2008/154642 A2
  • Route3

    References

    • Bioorganic and Medicinal Chemistry, , vol. 16, # 16 p. 7671 - 7690

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   1.5716
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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