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CS-W001157 4
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5-Amino-2-bromobenzoic acid

  • CAS No. 2840-02-0

  • Cat. No. CS-W014871
  • Purity≥98%
  • MDL No.MFCD07368968

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

5-Amino-2-bromobenzoic acid|CS-W014871

Structure of 2840-02-0

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General Information

  • CAS No. 2840-02-0
  • Cat. No. CS-W014871
  • Purity ≥98%
  • MDL No. MFCD07368968
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrNO₂
  • Molecular Weight 216.03
  • Synonym(s) Benzoic acid, 5-amino-2-bromo-
  • SMILES NC1=CC(=C(C=C1)Br)C(=O)O

Description

5-Amino-2-bromobenzoic acid features a bromine atom at the ortho position relative to the carboxylic acid, combined with an amino group at the para position, enabling diverse functionalization in synthetic routes. This electron-rich scaffold integrates readily into pharmaceutical intermediates and bioactive molecule frameworks under standard conditions.

Application

5-Amino-2-bromobenzoic acid serves as a versatile building block for the synthesis of functionalized heterocycles and bioactive molecules. The amino and carboxylic acid groups enable straightforward derivatization, while the bromine substituent facilitates palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with common protecting group strategies make it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Santen Pharmaceutical Co., Ltd.; Kudou, Kazuhiro; Yamamoto, Noriyoshi; Ban, Masakazu; Ohno, Atsushi Patent: US2013/310576 A1, 2013 ; Location in patent: Paragraph 0151 ;
  • Route2

    References

    • Affinium Pharmaceuticals, Inc. Patent: US6730684 B1, 2004 ; Location in patent: Page column 20 ;
  • Route3

    References

    • Huebner; Burghard Chemische Berichte, 1875 , vol. 8, p. 560

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-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   63.32
  • LogP   1.7295
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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