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CS-W001157 4
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3-Amino-5-bromobenzoic acid

  • CAS No. 42237-85-4

  • Cat. No. CS-W002536
  • Purity≥98%
  • MDL No.MFCD00227745

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

3-Amino-5-bromobenzoic acid|CS-W002536

Structure of 42237-85-4

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General Information

  • CAS No. 42237-85-4
  • Cat. No. CS-W002536
  • Purity ≥98%
  • MDL No. MFCD00227745
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) Benzoicacid, 3-amino-5-bromo-
  • SMILES Nc1cc(Br)cc(c1)C(=O)O

Description

3-Amino-5-bromobenzoic acid features a bromine substituent at the para position relative to the carboxylic acid, combined with an amino group in the meta orientation, enabling tailored conjugation and electronic modulation. This arrangement supports efficient coupling reactions under standard conditions, delivering stable intermediates for pharmaceutical and agrochemical synthesis.

Application

3-Amino-5-bromobenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-diamino functionality enables efficient cyclization reactions, while the bromine and carboxylic acid groups provide orthogonal handles for palladium-catalyzed cross-couplings and derivatization. The compound exhibits good bench stability and facilitates purification via standard recrystallization or column chromatography, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Almirall, S.A. Patent: EP2394998 A1, 2011 ; Location in patent: Page/Page column 22-23 ; EP 2394998 A1
  • Route2

    References

    • Almirall, S.A. Patent: EP2394998 A1, 2011 ; EP 2394998 A1
  • Route3
    • 3-Acetamido-5-bromobenzoic acid|CS-0455799
      78238-11-6
    • ~%
    • In-stock
      3-Amino-5-bromobenzoic acid|CS-W002536
      42237-85-4

    References

    • McAlister; Kenner Journal of the Chemical Society, 1928 , p. 1915

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.7295
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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