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CS-W001157 4
Total: USD 88.00

2-Fluoro-4-(methylthio)aniline

  • CAS No. 76180-33-1

  • Cat. No. CS-0159574
  • Purity≥97%
  • MDL No.MFCD18909665

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

2-Fluoro-4-(methylthio)aniline|CS-0159574

Structure of 76180-33-1

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General Information

  • CAS No. 76180-33-1
  • Cat. No. CS-0159574
  • Purity ≥97%
  • MDL No. MFCD18909665
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈FNS
  • Molecular Weight 157.21
  • Synonym(s) 4-Amino-3-fluorothioanisole, 2-Fluoro-4-(methylthio)aniline
  • SMILES NC1=CC=C(SC)C=C1F

Description

2-Fluoro-4-(methylthio)aniline features a fluorinated aromatic ring paired with a methylthio substituent, delivering enhanced electronic and steric properties. This bench-stable intermediate integrates readily into pharmaceutical scaffolds and enables selective functionalization in synthetic routes requiring electron-deficient anilines.

Application

2-Fluoro-4-(methylthio)aniline serves as a versatile building block in medicinal chemistry, enabling the synthesis of fluorinated aromatic scaffolds via Pd-catalyzed cross-coupling and electrophilic substitution reactions. Its methylthio group offers moderate stability and facilitates selective transformations, while the ortho-fluorine supports further functionalization through directed metallation or nucleophilic displacement. The compound exhibits good bench stability and is compatible with standard purification protocols, making it suitable for scalable API intermediate development.

Synthesis

  • Route1
    • In-stock
      2-Fluoro-4-thiocyanatoaniline|CS-0211145
      14512-85-7
    • null|null
      74-88-4
    • ~86%
    • In-stock
      2-Fluoro-4-(methylthio)aniline|CS-0159574
      76180-33-1

    References

    • Novartis AG Patent: US2009/275606 A1, 2009 ; Location in patent: Page/Page column 39 ; US 20090275606 A1
  • Route2
    • null|null
      75-18-3
    • In-stock
      2-Fluoro-4-iodoaniline|CS-W002069
      29632-74-4
    • ~70%
    • In-stock
      2-Fluoro-4-(methylthio)aniline|CS-0159574
      76180-33-1

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2008/8895 A1, 2008 ; Location in patent: Page/Page column 171 ; WO 2008/008895 A1
  • Route3
    • In-stock
      4-Amino-3-fluorobenzenethiol|CS-0103889
      15178-48-0
    • null|null
      74-88-4
    • ~%
    • In-stock
      2-Fluoro-4-(methylthio)aniline|CS-0159574
      76180-33-1

    References

    • Sumitomo Chemical Company, Limited Patent: EP2174929 A1, 2010 ; Location in patent: Page/Page column 11 ;

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   26.02
  • LogP   2.1298
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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