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CS-W001157 4
Total: USD 88.00

2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide

  • CAS No. 936-16-3

  • Cat. No. CS-W005895
  • Purity≥98%
  • MDL No.MFCD03426201

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

2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide|CS-W005895

Structure of 936-16-3

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General Information

  • CAS No. 936-16-3
  • Cat. No. CS-W005895
  • Purity ≥98%
  • MDL No. MFCD03426201
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇NO₂S
  • Molecular Weight 169.20
  • Synonym(s) 2,3-DIHYDRO-1,1-DIOXO-1,2-BENZISOTHIAZOLE
  • SMILES O=S1(NCC2=CC=CC=C21)=O

Description

This bench-stable heterocycle features a fused benzene ring and a sulfonated isothiazole core, delivering enhanced solubility and metabolic stability. The 1,1-dioxide functionality imparts strong electron-withdrawing character, enabling use in cross-coupling reactions and as a bioisostere in medicinal chemistry.

Application

2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to sulfonamide-containing scaffolds. Its bench-stable structure exhibits favorable functional group tolerance and facilitates downstream derivatization via nucleophilic substitution or transition-metal-catalyzed coupling reactions. The molecule functions as a key intermediate in the synthesis of bioactive compounds, particularly those requiring rigid, electron-deficient aromatic systems with orthogonal reactivity.

Synthesis

  • Route1

    References

    • Joseph, Ryan; Murray, Charles; Garner, Philip Organic Letters, 2014 , vol. 16, # 6 p. 1550 - 1553
  • Route2
    • null|null
      1373318-58-1
    • ~18%
    • In-stock
      2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide|CS-W005895
      936-16-3

    References

    • Chen, Jiayan; Dang, Ling; Li, Qiang; Ye, Yong; Fu, Shaomin; Zeng, Wei Synlett, 2012 , # 4 p. 595 - 600
  • Route3

    References

    • Chen, Jiayan; Dang, Ling; Li, Qiang; Ye, Yong; Fu, Shaomin; Zeng, Wei Synlett, 2012 , # 4 p. 595 - 600

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   0.4785
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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