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CS-W001157 4
Total: USD 88.00

2-Chloro-4-methoxyaniline

  • CAS No. 29242-84-0

  • Cat. No. CS-W004703
  • Purity≥97%
  • MDL No.MFCD00209639

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

2-Chloro-4-methoxyaniline|CS-W004703

Structure of 29242-84-0

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General Information

  • CAS No. 29242-84-0
  • Cat. No. CS-W004703
  • Purity ≥97%
  • MDL No. MFCD00209639
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO
  • Molecular Weight 157.60
  • Synonym(s) None
  • SMILES NC1=CC=C(OC)C=C1Cl

Description

2-Chloro-4-methoxyaniline features a chlorinated aromatic ring paired with a methoxy group, delivering enhanced electron-donating character and improved solubility in organic solvents. This combination enables efficient coupling reactions in pharmaceutical synthesis, particularly in constructing heterocyclic scaffolds under mild conditions.

Application

2-Chloro-4-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 and para-methoxy functionalities provide orthogonal reactivity for sequential functionalization, while the amine group facilitates direct derivatization or protection. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1
    • In-stock
      4-Amino-3-chlorophenol hydrochloride|CS-W017237
      52671-64-4
    • null|null
      74-88-4
    • ~40%
    • In-stock
      2-Chloro-4-methoxyaniline|CS-W004703
      29242-84-0

    References

    • SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; GLAXO GROUP LIMITED Patent: WO2004/62665 A1, 2004 ; Location in patent: Page/Page column 38 ; WO 2004/062665 A1
  • Route2
    • null|null
      31601-42-0
    • ~99%
    • In-stock
      2-Chloro-4-methoxyaniline|CS-W004703
      29242-84-0

    References

    • Bristol-Myers Squibb Pharma Company Patent: US6362180 B1, 2002 ; Location in patent: Example 831 ; US 6362180 B1
  • Route3

    References

    • Shepard; Shonle Journal of the American Chemical Society, 1948 , vol. 70, p. 1979 Full Text View citing articles Show Details Imp.Chem.Ind. Patent: US2046375 , 1932 ;

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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