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CS-W001157 4
Total: USD 88.00

2-(Methylthio)aniline

  • CAS No. 2987-53-3

  • Cat. No. CS-0072892
  • Purity≥98%
  • MDL No.MFCD00007708

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

2-(Methylthio)aniline|CS-0072892

Structure of 2987-53-3

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General Information

  • CAS No. 2987-53-3
  • Cat. No. CS-0072892
  • Purity ≥98%
  • MDL No. MFCD00007708
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NS
  • Molecular Weight 139.22
  • Synonym(s) o-Thioanisidine
  • SMILES NC(C=CC=C1)=C1SC

Description

2-(Methylthio)aniline features a methylthio group ortho to the amino functionality, delivering enhanced electron density and improved stability in synthetic transformations. This thiophenylamine derivative serves as a direct precursor for functionalized aromatic systems, particularly in pharmaceutical intermediates and agrochemicals. The sulfur moiety enables selective coupling reactions under mild conditions, while the amine remains readily derivatizable.

Application

2-(Methylthio)aniline serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aniline nitrogen and ortho-position. Its methylthio group exhibits moderate stability under standard reaction conditions and facilitates subsequent oxidation or transition metal-catalyzed coupling processes. The compound functions effectively in Suzuki-Miyaura and Ullmann-type transformations, offering reliable access to substituted heterocycles and biaryl scaffolds with excellent bench stability and straightforward purification.

Synthesis

  • Route1
    • null|null
      74-83-9
    • In-stock
      2-Iodoaniline|CS-W007318
      615-43-0
    • ~63%
    • In-stock
      2-(Methylthio)aniline|CS-0072892
      2987-53-3

    References

    • Organic Letters, , vol. 11, # 22 p. 5250 - 5253
  • Route2

    References

    • Synthesis, , # 10 p. 911 - 914
  • Route3
    • null|null
      108429-49-8
    • ~93%
    • null|null
      18550-49-7
    • In-stock
      2-(Methylthio)aniline|CS-0072892
      2987-53-3

    References

    • Tetrahedron, , vol. 42, # 14 p. 3913 - 3920

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.02
  • LogP   1.9907
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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