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CS-W001157 4
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Methyl 3-(chlorosulfonyl)benzoate

  • CAS No. 63555-50-0

  • Cat. No. CS-W003283
  • Purity≥95%
  • MDL No.MFCD06408800

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

Methyl 3-(chlorosulfonyl)benzoate|CS-W003283

Structure of 63555-50-0

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General Information

  • CAS No. 63555-50-0
  • Cat. No. CS-W003283
  • Purity ≥95%
  • MDL No. MFCD06408800
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₄S
  • Molecular Weight 234.66
  • Synonym(s) 3-(Methoxycarbonyl)benzenesulfonylchloride
  • SMILES COC(C1=CC(S(Cl)(=O)=O)=CC=C1)=O

Description

Methyl 3-(chlorosulfonyl)benzoate is a bench-stable, moisture-tolerant reagent featuring a chlorosulfonyl group ortho to the ester moiety. This configuration enables direct sulfonation of aromatic systems under mild conditions. The compound integrates readily into synthetic sequences requiring electrophilic sulfur transfer, offering a reliable route to sulfonyl-containing heterocycles and functionalized arylsulfonates.

Application

Methyl 3-(chlorosulfonyl)benzoate serves as a versatile synthetic intermediate for introducing sulfonate functionality at the meta-position of aromatic rings. The chlorosulfonyl group enables direct nucleophilic substitution with amines, alcohols, and thiols under mild conditions, facilitating the construction of sulfonamide, sulfonate ester, and thioether derivatives. Its bench-stable nature and compatibility with common protecting groups make it ideal for multi-step synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      67-56-1
    • null|null
      4052-92-0
    • ~99%
    • In-stock
      Methyl 3-(chlorosulfonyl)benzoate|CS-W003283
      63555-50-0

    References

    • Dainippon Sumitomo Pharma Co., Ltd.; AstraZeneca AB Patent: EP1728793 A1, 2006 ; Location in patent: Page/Page column 127 ;
  • Route2

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2004/48349 A1, 2004 ; Location in patent: Page 67 ; WO 2004/048349 A1
  • Route3
    • null|null
      4052-92-0
    • ~%
    • In-stock
      Methyl 3-(chlorosulfonyl)benzoate|CS-W003283
      63555-50-0

    References

    • EP1803709 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   60.44
  • LogP   1.4007
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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