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CS-W001157 4
Total: USD 88.00

4-Acetamido-3-fluorobenzenesulfonyl chloride

  • CAS No. 349-71-3

  • Cat. No. CS-0179485
  • Purity≥95%
  • MDL No.MFCD00052328

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

4-Acetamido-3-fluorobenzenesulfonyl chloride|CS-0179485

Structure of 349-71-3

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General Information

  • CAS No. 349-71-3
  • Cat. No. CS-0179485
  • Purity ≥95%
  • MDL No. MFCD00052328
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClFNO₃S
  • Molecular Weight None
  • Synonym(s) 4-Acetamido-3-fluorobenzene-1-sulfonyl chloride
  • SMILES O=S(C1=CC=C(NC(C)=O)C(F)=C1)(Cl)=O

Description

4-Acetamido-3-fluorobenzenesulfonyl chloride features a fluorinated aromatic ring paired with an electron-withdrawing sulfonyl chloride group, enabling selective acylation in synthetic workflows. The acetamido substituent enhances solubility and modulates reactivity, while the sulfonyl chloride moiety facilitates efficient coupling under mild conditions. This bench-stable reagent delivers precise functionalization in pharmaceutical intermediates and specialty materials.

Application

4-Acetamido-3-fluorobenzenesulfonyl chloride serves as a versatile sulfonylating agent for the selective introduction of sulfonamide groups into pharmaceutical intermediates. Its ortho-fluoro and acetamido substituents enhance reactivity and functional group tolerance, enabling efficient coupling with amines under mild conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for scalable synthesis of bioactive heterocycles and API precursors.

Synthesis

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    • In-stock
      4-Acetamido-3-fluorobenzenesulfonyl chloride|CS-0179485
      349-71-3

    References

    • Astrazeneca AB Patent: US6667342 B1, 2003 ; Location in patent: Page column 70-71 ; US 6667342 B1
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      4-Acetamido-3-fluorobenzenesulfonyl chloride|CS-0179485
      349-71-3

    References

    • Boehringer Ingelheim Vetmedica GmbH Patent: US4624960 A1, 1986 ;
  • Route3

    References

    • Patel, Pratik R.; Ramalingan, Chennan; Park, Yong-Tae Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 23 p. 6610 - 6614

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H312-H314-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.24
  • LogP   1.7116
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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