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CS-W001157 4
Total: USD 88.00

2-Chloro-4,6-dimethoxyaniline

  • CAS No. 82485-84-5

  • Cat. No. CS-0186603
  • Purity≥98%
  • MDL No.None

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

2-Chloro-4,6-dimethoxyaniline|CS-0186603

Structure of 82485-84-5

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General Information

  • CAS No. 82485-84-5
  • Cat. No. CS-0186603
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀ClNO₂
  • Molecular Weight 187.62
  • Synonym(s) 2-Chloro-4,6-dimethoxyaniline Hydrochloride
  • SMILES COC1=CC(=C(C(=C1)OC)N)Cl

Description

2-Chloro-4,6-dimethoxyaniline features a chlorinated aromatic ring flanked by two methoxy groups, delivering enhanced solubility and stability in polar solvents. This electron-rich scaffold integrates readily into pharmaceutical intermediates and agrochemical frameworks, offering predictable reactivity under standard coupling conditions.

Application

2-Chloro-4,6-dimethoxyaniline serves as a valuable building block in the synthesis of heterocyclic scaffolds and pharmaceutical intermediates. Its ortho-chloro and para-dimethoxy substitution pattern enables directed metalation and facilitates palladium-catalyzed coupling reactions. The compound exhibits good bench stability, ease of purification, and tolerance to diverse functional groups, making it well-suited for multi-step synthetic sequences in medicinal chemistry and agrochemical development.

Synthesis

  • Route1
    • null|null
      67-56-1
    • 4-(Hydroxyimino)cyclohexa-2,5-dien-1-one|CS-0366469
      637-62-7
    • ~0%
    • In-stock
      2,6-Dichloro-4-methoxyaniline|CS-0099466
      6480-66-6
    • In-stock
      2-Chloro-4,6-dimethoxyaniline|CS-0186603
      82485-84-5

    References

    • Journal of Medicinal Chemistry, , vol. 47, # 11 p. 2816 - 2825
  • Route2
    • null|null
      67-56-1
    • 4-(Hydroxyimino)cyclohexa-2,5-dien-1-one|CS-0366469
      637-62-7
    • ~87%
    • In-stock
      2-Chloro-4,6-dimethoxyaniline|CS-0186603
      82485-84-5

    References

    • Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), , p. 1095 - 1098
  • Route3
    • null|null
      108-95-2
    • ~%
    • In-stock
      2-Chloro-4,6-dimethoxyaniline|CS-0186603
      82485-84-5

    References

    • Synthesis, , # 7 p. 1045 - 1054

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H317-H319-H410
Precautionary Statements : P261-P264-P270-P272-P273-P280-P302+P352-P330-P362+P364-P391-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   1.9394
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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