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CS-W001157 4
Total: USD 88.00

2-Amino-3-chlorobenzoic acid

  • CAS No. 6388-47-2

  • Cat. No. CS-W002412
  • Purity≥98%
  • MDL No.MFCD00134229

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

2-Amino-3-chlorobenzoic acid|CS-W002412

Structure of 6388-47-2

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General Information

  • CAS No. 6388-47-2
  • Cat. No. CS-W002412
  • Purity ≥98%
  • MDL No. MFCD00134229
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₂
  • Molecular Weight 171.58
  • Synonym(s) None
  • SMILES O=C(O)C1=C(N)C(Cl)=CC=C1

Description

2-Amino-3-chlorobenzoic acid features a strategically positioned chloro group flanking a primary amine and carboxylic acid, enabling dual functionalization in synthetic routes. This electron-deficient aromatic scaffold integrates readily into pharmaceutical intermediates and bioactive molecule frameworks under standard conditions.

Application

2-Amino-3-chlorobenzoic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of substituted quinoline and benzimidazole scaffolds via cyclization reactions. Its ortho-functionalized structure provides excellent regiocontrol in coupling processes, while the amino and carboxylic acid groups offer complementary handles for derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for scale-up and integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Saeki, Seitaro; Oka, Tomoko; Hayakawa, Takeshi; Sakai, Kiyoshi Chemical and Pharmaceutical Bulletin, 1989 , vol. 37, # 8 p. 2207 - 2208
  • Route2

    References

    • US5233083 A1, ;
  • Route3
    • null|null
      1336-21-6
    • In-stock
      3-Chloro-2-nitrobenzoic acid|CS-W002020
      4771-47-5
    • ~%
    • In-stock
      2-Amino-3-chlorobenzoic acid|CS-W002412
      6388-47-2

    References

    • US4347246 A1, ;

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-P405-P501

Quality Control

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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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