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CS-W001157 4
Total: USD 88.00

2,6-Dichloro-4-methoxyaniline

  • CAS No. 6480-66-6

  • Cat. No. CS-0099466
  • Molecule weight192.04
  • Purity≥97%
  • MDL No.MFCD00115065

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

2,6-Dichloro-4-methoxyaniline|CS-0099466

Structure of 6480-66-6

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General Information

  • CAS No. 6480-66-6
  • Cat. No. CS-0099466
  • Purity ≥97%
  • MDL No. MFCD00115065
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇Cl₂NO
  • Molecular Weight 192.04
  • Synonym(s) 2,6-Dichloro-p-anisidine
  • SMILES NC1=C(Cl)C=C(OC)C=C1Cl

Description

2,6-Dichloro-4-methoxyaniline features a chlorinated aromatic core with a methoxy group at the para position, delivering enhanced electron donation and steric shielding. This configuration improves stability under reaction conditions and facilitates selective coupling in pharmaceutical intermediates. The molecule integrates readily into heterocyclic systems via nucleophilic substitution, enabling efficient access to complex scaffolds.

Application

2,6-Dichloro-4-methoxyaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling the construction of heterocyclic scaffolds via standard coupling reactions. Its ortho-chloro groups facilitate selective functionalization, while the methoxy substituent provides electronic modulation and enhanced solubility. The compound exhibits good bench stability and is compatible with common reaction conditions, facilitating efficient purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      67-56-1
    • 4-(Hydroxyimino)cyclohexa-2,5-dien-1-one|CS-0366469
      637-62-7
    • ~45%
    • 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

    • Kenny, Jane R.; Maggs, James L.; Meng, Xiaoli; Sinnott, Deborah; Clarke, Stephen E.; Park, B. Kevin; Stachulski, Andrew V. Journal of Medicinal Chemistry, 2004 , vol. 47, # 11 p. 2816 - 2825
  • Route2
    • 1,3-Dichloro-5-methoxy-2-nitro-benzene|CS-0342494
      100948-83-2
    • ~93%
    • In-stock
      2,6-Dichloro-4-methoxyaniline|CS-0099466
      6480-66-6

    References

    • Joshi; Vyas; Duffel; Parkin; Lehmler Synthesis, 2011 , # 7 p. 1045 - 1054
  • Route3

    References

    • Chemical Research in Toxicology, , vol. 12, # 8 p. 690 - 699

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.25
  • LogP   2.5842
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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