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CS-W001157 4
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N-(2-Chloroethyl)methanesulfonamide

  • CAS No. 21896-59-3

  • Cat. No. CS-0145332
  • Purity≥95%
  • MDL No.MFCD00129996

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

N-(2-Chloroethyl)methanesulfonamide|CS-0145332

Structure of 21896-59-3

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General Information

  • CAS No. 21896-59-3
  • Cat. No. CS-0145332
  • Purity ≥95%
  • MDL No. MFCD00129996
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₈ClNO₂S
  • Molecular Weight 157.62
  • Synonym(s) N-(2-chloroethyl)methanesulphonamide
  • SMILES CS(=O)(NCCCl)=O

Description

N-(2-Chloroethyl)methanesulfonamide is a reactive sulfonamide derivative featuring a chloroethyl handle that enables efficient alkylation of nucleophilic sites in biomolecules. This compound integrates readily into probe design workflows, delivering targeted covalent modification under standard conditions.

Application

N-(2-Chloroethyl)methanesulfonamide serves as a versatile bifunctional building block in medicinal chemistry, enabling efficient synthesis of sulfonamide-containing heterocycles. Its reactive chloroethyl group facilitates intramolecular cyclization or nucleophilic substitution under mild conditions, while the sulfonamide moiety offers favorable solubility and metabolic stability. The compound exhibits excellent bench stability and compatibility with standard purification protocols, making it well-suited for iterative library synthesis and target-directed drug discovery campaigns.

Synthesis

  • Route1
    • null|null
      107-06-2
    • ~92%
    • In-stock
      N-(2-Chloroethyl)methanesulfonamide|CS-0145332
      21896-59-3

    References

    • Nippon Shokubai Co., Ltd. Patent: US5210299 A1, 1993 ;
  • Route2
    • null|null
      689-98-5
    • ~91%
    • In-stock
      N-(2-Chloroethyl)methanesulfonamide|CS-0145332
      21896-59-3

    References

    • Sumitomo Chemical Company, Limited Patent: US3956385 A1, 1976 ;
  • Route3
    • 2-Chloroethanamine hydrochloride Ifosfamide  Impurity|CS-0229451
      870-24-6
    • null|null
      124-63-0
    • ~%
    • In-stock
      N-(2-Chloroethyl)methanesulfonamide|CS-0145332
      21896-59-3

    References

    • Kowalczyk, Bruce A.; Robinson III, James; Gardner, John O. Organic Process Research and Development, 2001 , vol. 5, # 2 p. 116 - 121

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

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Computational Chemistry Data

  • TPSA   46.17
  • LogP   -0.2256
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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