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CS-W001157 4
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Methyl 2-amino-5-hydroxybenzoate

  • CAS No. 1882-72-0

  • Cat. No. CS-W006604
  • Purity≥97%
  • MDL No.MFCD05863263

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

Methyl 2-amino-5-hydroxybenzoate|CS-W006604

Structure of 1882-72-0

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General Information

  • CAS No. 1882-72-0
  • Cat. No. CS-W006604
  • Purity ≥97%
  • MDL No. MFCD05863263
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₃
  • Molecular Weight 167.16
  • Synonym(s) Methyl 5-Hydroxyanthranilate
  • SMILES NC1=C(C(=O)OC)C=C(C=C1)O

Description

Methyl 2-amino-5-hydroxybenzoate features a strategically positioned amino group and hydroxyl moiety on the aromatic ring, enabling dual functionalization in synthetic sequences. This electron-rich scaffold integrates readily into pharmaceutical intermediates and bioactive molecule frameworks under standard conditions.

Application

Methyl 2-amino-5-hydroxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling access to substituted benzimidazoles, quinoline derivatives, and other heterocyclic scaffolds. The ortho-amino and hydroxyl groups provide complementary reactivity for sequential functionalization, while the methyl ester supports standard transformations such as hydrolysis, reduction, or coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring precise regiocontrol and functional group compatibility.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      5-Hydroxyanthranilic acid|CS-W002035
      394-31-0
    • ~96%
    • In-stock
      Methyl 2-amino-5-hydroxybenzoate|CS-W006604
      1882-72-0

    References

    • Witt; Bergman Journal of Organic Chemistry, 2001 , vol. 66, # 8 p. 2784 - 2788
  • Route2
    • Methyl 5-hydroxy-2-nitrobenzoate|CS-0210731
      59216-77-2
    • ~%
    • In-stock
      Methyl 2-amino-5-hydroxybenzoate|CS-W006604
      1882-72-0

    References

    • US2010/280268 A1, ; Page/Page column 37 ;
  • Route3

    References

    • Gustavsson, Anna-Lena; Jendeberg, Lena; Roussel, Patrick; Slater, Martin; Thor, Markus Patent: US2003/73862 A1, 2003 ;

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   72.55
  • LogP   0.761
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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