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CS-W001157 4
Total: USD 88.00

2-Amino-6-bromobenzoic acid

  • CAS No. 20776-48-1

  • Cat. No. CS-W003094
  • Purity≥97%
  • MDL No.MFCD03618455

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

2-Amino-6-bromobenzoic acid|CS-W003094

Structure of 20776-48-1

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General Information

  • CAS No. 20776-48-1
  • Cat. No. CS-W003094
  • Purity ≥97%
  • MDL No. MFCD03618455
  • 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, 2-amino-6-bromo-
  • SMILES BrC1=C(C(O)=O)C(N)=CC=C1

Description

2-Amino-6-bromobenzoic acid features a bromine atom at the para position relative to the carboxylic acid group and an amino substituent ortho to the acid, enabling dual functionalization in synthetic sequences. This electron-rich scaffold integrates readily into pharmaceutical intermediates and bioactive molecule frameworks under standard coupling conditions.

Application

2-Amino-6-bromobenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its ortho-distributed amino and bromo groups enable sequential functionalization via Pd-catalyzed cross-coupling and electrophilic substitution. The carboxylic acid moiety facilitates derivatization and purification via salt formation, while the molecule exhibits good bench stability and compatibility with standard synthetic workflows.

Synthesis

  • Route1

    References

    • Kyowa Hakko Kirin Co., Ltd.; OTSUBO, Nobumasa; OKAZAKI, Shuko; TSUKUMO, Yukihito; IIDA, Kyoichiro; NAKOJI, Masayoshi Patent: EP2708540 A1, 2014 ; Location in patent: Paragraph 0092 ;
  • Route2

    References

    • US2005/182045 A1, ; Page/Page column 56 ; US 20050182045 A1
  • Route3
    • null|null
      38792-45-9
    • ~84%
    • In-stock
      2-Amino-6-bromobenzoic acid|CS-W003094
      20776-48-1

    References

    • Katsifis, Andrew; Mattner, Filomena; McPhee, Meredith; Kassiou, Michael; Najdovski, Ljubco; Dikic, Branko Journal of Labelled Compounds and Radiopharmaceuticals, 1996 , vol. 38, # 9 p. 835 - 845

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

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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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