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2-Cyanobenzene-1-sulfonyl chloride

  • CAS No. 69360-26-5

  • Cat. No. CS-W015543
  • Purity≥95%
  • MDL No.MFCD00052341

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

2-Cyanobenzene-1-sulfonyl chloride|CS-W015543

Structure of 69360-26-5

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General Information

  • CAS No. 69360-26-5
  • Cat. No. CS-W015543
  • Purity ≥95%
  • MDL No. MFCD00052341
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClNO₂S
  • Molecular Weight 201.62
  • Synonym(s) 2-Cyanobenzenesulfonyl chloride
  • SMILES O=S(C1=CC=CC=C1C#N)(Cl)=O

Description

2-Cyanobenzene-1-sulfonyl chloride features a strategically positioned cyano group adjacent to the sulfonyl chloride moiety, enabling selective derivatization in synthetic workflows. This electrophilic sulfonamide precursor integrates readily into complex architectures under mild conditions, offering high functional group tolerance and stability during intermediate handling.

Application

2-Cyanobenzene-1-sulfonyl chloride serves as a versatile reagent for introducing sulfonamide functionality under mild conditions. Its ortho-cyano group enhances electrophilicity and enables subsequent transformations, including ring closure to quinazoline scaffolds. The compound exhibits good bench stability and facilitates clean reactions with amines, offering straightforward purification and broad compatibility in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Chemische Berichte, , vol. 26, p. 2292
  • Route2
    • 2-(Benzylthio)benzonitrile|CS-0580522
      63216-04-6
    • ~63%
    • In-stock
      2-Cyanobenzene-1-sulfonyl chloride|CS-W015543
      69360-26-5

    References

    • Xia, Mingde; Chen, Shaowu; Bates, Dallas K. Journal of Organic Chemistry, 1996 , vol. 61, # 26 p. 9289 - 9292
  • Route3

    References

    • Xia, Mingde; Chen, Shaowu; Bates, Dallas K. Journal of Organic Chemistry, 1996 , vol. 61, # 26 p. 9289 - 9292

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   57.93
  • LogP   1.48578
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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