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CS-W001157 4
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Anthranilic acid, 5-chloro-

  • CAS No. 635-21-2

  • Cat. No. CS-W020077
  • Purity≥98%
  • MDL No.MFCD00007838

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

Anthranilic acid, 5-chloro-|CS-W020077

Structure of 635-21-2

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General Information

  • CAS No. 635-21-2
  • Cat. No. CS-W020077
  • Purity ≥98%
  • MDL No. MFCD00007838
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₂
  • Molecular Weight 171.58
  • Synonym(s) 2-Amino-5-chlorobenzoic acid; 2-Carboxy-4-chloroaniline; 5-Chloro-2-aminobenzoic acid; 5-Chloroanthranilic acid; NSC 404157; OTAVA-BB BB7020040772
  • SMILES O=C(O)C1=CC(Cl)=CC=C1N

Description

2-Amino-5-chlorobenzoic acid features a chlorinated aromatic ring with strategically positioned amino and carboxylic acid groups, enabling direct integration into pharmaceutical intermediates. The electron-withdrawing chlorine enhances reactivity in coupling processes, while the amino functionality offers facile derivatization potential under mild conditions. This compound serves as a key scaffold for bioactive molecule synthesis.

Application

2-Amino-5-chlorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted benzimidazoles and other heterocyclic scaffolds via condensation reactions. Its ortho-amino and carboxylic acid functionalities offer complementary reactivity for peptide coupling, cyclization, and metal-catalyzed transformations. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring functional group compatibility and structural precision.

Synthesis

  • Route1

    References

    • Polivka; Jilek; Holubek; et al. Collection of Czechoslovak Chemical Communications, 1984 , vol. 49, # 1 p. 86 - 109
  • Route2
    • null|null
      118-92-3
    • ~72%
    • In-stock
      Anthranilic acid, 5-chloro-|CS-W020077
      635-21-2

    References

    • Sinha, Girish Kumar; Pandey, Bibhishan; Sinha, Alka Oriental Journal of Chemistry, 2010 , vol. 26, # 4 p. 1401 - 1406
  • Route3
    • null|null
      88279-11-2
    • ~89%
    • In-stock
      Anthranilic acid, 5-chloro-|CS-W020077
      635-21-2

    References

    • Kamal, Ahmed; Shankaraiah; Markandeya; Reddy, Ch. Sanjeeva Synlett, 2008 , # 9 p. 1297 - 1300

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   63.32
  • LogP   1.6204
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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