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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-6-methoxyaniline

  • CAS No. 93839-14-6

  • Cat. No. CS-0150462
  • Purity≥98%
  • MDL No.MFCD20693704

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

2,4-Dichloro-6-methoxyaniline|CS-0150462

Structure of 93839-14-6

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General Information

  • CAS No. 93839-14-6
  • Cat. No. CS-0150462
  • Purity ≥98%
  • MDL No. MFCD20693704
  • 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-amino-3,5-dichloroanisole
  • SMILES COC1=CC(=CC(=C1N)Cl)Cl

Description

2,4-Dichloro-6-methoxyaniline features a methoxy group at the para position relative to the amino functionality, enhancing solubility and modulating electronic effects. The ortho-chlorine substituents impart steric and electronic stabilization, enabling reliable coupling in pharmaceutical synthesis. This bench-stable derivative serves as a key intermediate in constructing bioactive heterocycles under standard conditions.

Application

2,4-Dichloro-6-methoxyaniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of heterocyclic scaffolds via coupling reactions. Its ortho-chloro substituents facilitate palladium-catalyzed cross-couplings, while the methoxy group offers moderate electronic modulation and enhanced solubility. The compound exhibits good bench stability and is compatible with standard functional group manipulations, supporting scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Waterhouse, Ian Journal of Labelled Compounds and Radiopharmaceuticals, 1999 , vol. 42, # 11 p. 1075 - 1083
  • Route2
    • 1,5-Dichloro-3-methoxy-2-nitrobenzene|CS-0150468
      74672-01-8
    • ~19%
    • In-stock
      2,4-Dichloro-6-methoxyaniline|CS-0150462
      93839-14-6

    References

    • Waller, Stephen C.; He, You Ai; Harlow, Greg R.; He, You Qun; Mash, Eugene A.; Halpert, James R. Chemical Research in Toxicology, 1999 , vol. 12, # 8 p. 690 - 699
  • Route3

    References

    • Waller, Stephen C.; He, You Ai; Harlow, Greg R.; He, You Qun; Mash, Eugene A.; Halpert, James R. Chemical Research in Toxicology, 1999 , 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

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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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