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2-Aminobenzene-1-sulfonyl fluoride

  • CAS No. 392-86-9

  • Cat. No. CS-0022331
  • Purity≥98%
  • MDL No.MFCD00007704

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

2-Aminobenzene-1-sulfonyl fluoride|CS-0022331

Structure of 392-86-9

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General Information

  • CAS No. 392-86-9
  • Cat. No. CS-0022331
  • Purity ≥98%
  • MDL No. MFCD00007704
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆FNO₂S
  • Molecular Weight None
  • Synonym(s) NSC-137841; NSC137841; 2-(Fluorosulfonyl)aniline; 2-Aminobenzenesulphonyl fluoride
  • SMILES O=S(C1=CC=CC=C1N)(F)=O

Description

2-Aminobenzene-1-sulfonyl fluoride delivers a reactive sulfonyl fluoride group flanked by an electron-rich amine, enabling selective conjugation in bioorthogonal labeling. This bench-stable reagent integrates efficiently into peptide and small-molecule scaffolds under mild conditions, offering robust coupling with nucleophilic residues.

Application

2-Aminobenzene-1-sulfonyl fluoride serves as a versatile building block in medicinal chemistry, enabling direct introduction of a sulfonamide moiety with ortho-amino functionality. Its reactivity facilitates efficient amide coupling and nucleophilic substitution reactions, while the fluorosulfonyl group offers enhanced electrophilicity for targeted derivatization. Bench-stable and compatible with standard purification protocols, it functions effectively in the synthesis of bioactive heterocycles and protein-targeting scaffolds.

Synthesis

  • Route1

    References

    • I. G. Farbenind. Patent: DE653025 , 1935 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 24, p. 721 Full Text Show Details Gen. Aniline Works Patent: US2154186 , 1936 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314-H335
Precautionary Statements : P260-P264-P271-P301+P330+P331-P303+P361+P353-P305+P351+P338-P405-P403+P233-P501

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Computational Chemistry Data

  • TPSA   60.16
  • LogP   0.927
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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