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CS-W001157 4
Total: USD 88.00

2-Chloro-5-methoxyaniline

  • CAS No. 2401-24-3

  • Cat. No. CS-W010906
  • Purity≥98%
  • MDL No.MFCD00047830

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

2-Chloro-5-methoxyaniline|CS-W010906

Structure of 2401-24-3

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General Information

  • CAS No. 2401-24-3
  • Cat. No. CS-W010906
  • Purity ≥98%
  • MDL No. MFCD00047830
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO
  • Molecular Weight 157.60
  • Synonym(s) 6-chloro-meta-anisidine
  • SMILES NC1=CC(OC)=CC=C1Cl

Description

2-Chloro-5-methoxyaniline features a chlorinated aromatic ring paired with a methoxy group, delivering enhanced electron density and improved solubility in organic solvents. This bench-stable intermediate enables efficient coupling reactions in pharmaceutical synthesis and agrochemical development.

Application

2-Chloro-5-methoxyaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted heterocycles via Ullmann or Suzuki coupling reactions. Its ortho-chloro and meta-methoxy substituents provide orthogonal reactivity for sequential functionalization, while the amine group facilitates direct amidation or electrophilic substitution. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring high functional group tolerance.

Synthesis

  • Route1
    • 1-Chloro-4-methoxy-2-nitrobenzene Iguratimod Impurity|CS-0514516
      10298-80-3
    • ~95%
    • In-stock
      2-Chloro-5-methoxyaniline|CS-W010906
      2401-24-3

    References

    • Gkizis, Petros L.; Stratakis, Manolis; Lykakis, Ioannis N. Catalysis Communications, 2013 , vol. 36, p. 48 - 51
  • Route2
    • null|null
      1228378-20-8
    • ~48%
    • null|null
      1228378-54-8
    • In-stock
      2-Chloro-5-methoxyaniline|CS-W010906
      2401-24-3
    • In-stock
      N-Methyl-2-oxo-2-phenylacetamide|CS-0752933
      83490-71-5

    References

    • Journal of the American Chemical Society, , vol. 132, # 21 p. 7266 - 7267
  • Route3
    • null|null
      96-96-8
    • ~%
    • In-stock
      2-Chloro-5-methoxyaniline|CS-W010906
      2401-24-3

    References

    • Bulletin de la Societe Chimique de France, , p. 3311 - 3318

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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   1.9308
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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