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CS-W001157 4
Total: USD 88.00

3-Amino-4-chlorobenzoic acid

  • CAS No. 2840-28-0

  • Cat. No. CS-W021834
  • Purity≥98%
  • MDL No.MFCD00007671

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

3-Amino-4-chlorobenzoic acid|CS-W021834

Structure of 2840-28-0

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General Information

  • CAS No. 2840-28-0
  • Cat. No. CS-W021834
  • Purity ≥98%
  • MDL No. MFCD00007671
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClNO₂
  • Molecular Weight 171.58
  • Synonym(s) 4-Chloro-3-aminobenzoic acid
  • SMILES O=C(O)C1=CC=C(Cl)C(N)=C1

Description

3-Amino-4-chlorobenzoic acid features a strategically positioned amino group and chloro substituent on the aromatic ring, enabling selective functionalization in medicinal chemistry. This electron-rich scaffold integrates readily into bioactive molecules, offering enhanced solubility and metabolic stability under standard conditions.

Application

3-Amino-4-chlorobenzoic acid serves as a versatile building block for pharmaceutical intermediates and agrochemical scaffolds. Its ortho-amino and chloro substituents enable sequential functionalization via palladium-catalyzed coupling, electrophilic substitution, or amide formation. The carboxylic acid group facilitates direct derivatization or salt formation, enhancing solubility and purification. Bench-stable and compatible with standard protecting group strategies, it functions effectively in multi-step synthesis workflows requiring controlled reactivity and high yield.

Synthesis

  • Route1

    References

    • Dominique, Romyr; Luk, Kin-Chun; Qiao, Qi; Rossman, Pamela Loreen Patent: US2012/184548 A1, 2012 ; Location in patent: Page/Page column 43 ; US 20120184548 A1
  • Route2
    • null|null
      111-48-8
    • In-stock
      4-Chloro-3-nitrobenzoic acid|CS-0010078
      96-99-1
    • ~93%
    • In-stock
      3-Amino-4-chlorobenzoic acid|CS-W021834
      2840-28-0

    References

    • Bayer Aktiengesellschaft Patent: US4059627 A1, 1977 ;
  • Route3

    References

    • Pandarus, Valerica; Ciriminna, Rosaria; Beland, Francois; Pagliaro, Mario Advanced Synthesis and Catalysis, 2011 , vol. 353, # 8 p. 1306 - 1316

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   1.6204
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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