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CS-W001157 4
Total: USD 88.00

2-Chloro-6-methoxyaniline

  • CAS No. 158966-62-2

  • Cat. No. CS-W019133
  • Purity≥96%
  • MDL No.MFCD14455911

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

2-Chloro-6-methoxyaniline|CS-W019133

Structure of 158966-62-2

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General Information

  • CAS No. 158966-62-2
  • Cat. No. CS-W019133
  • Purity ≥96%
  • MDL No. MFCD14455911
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO
  • Molecular Weight 157.60
  • Synonym(s) None
  • SMILES COC1=CC=CC(Cl)=C1N

Description

2-Chloro-6-methoxyaniline features a chlorinated aromatic ring paired with a methoxy group, delivering enhanced solubility and stability under standard conditions. This electron-rich scaffold enables efficient coupling reactions in synthetic workflows. The para-chloro substitution facilitates selective functionalization, while the ortho-methoxy group provides steric and electronic modulation. This compound serves as a key intermediate in agrochemical and pharmaceutical synthesis.

Application

2-Chloro-6-methoxyaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient access to substituted anilines via palladium-catalyzed cross-coupling reactions. Its ortho-chloro group facilitates selective functionalization, while the methoxy substituent provides moderate electron donation and enhances solubility. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for use in multi-step syntheses of heterocyclic scaffolds and API intermediates.

Synthesis

  • Route1
    • null|null
      934537-35-6
    • ~90%
    • In-stock
      2-Chloro-6-methoxyaniline|CS-W019133
      158966-62-2

    References

    • BIOLIPOX AB Patent: WO2007/42816 A1, 2007 ; Location in patent: Page/Page column 59 ; WO 2007/042816 A1
  • Route2
    • 1-Chloro-3-methoxy-2-nitrobenzene|CS-0137632
      5472-99-1
    • ~59%
    • In-stock
      2-Chloro-6-methoxyaniline|CS-W019133
      158966-62-2

    References

    • Tatsuta; Itoh Journal of Antibiotics, 1994 , vol. 47, # 5 p. 602 - 605
  • Route3

    References

    • Kimura; Watanabe; Matsui; Hayashi; Tanaka; Ohtsuka; Saeki; Kogushi; Kabayashi; Akasaka; Yamagishi; Saitou; Yamatsu Journal of Medicinal Chemistry, 1993 , vol. 36, # 11 p. 1641 - 1653

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

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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