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CS-W001157 4
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1-(P-Toluenesulfonyl)pyrrole-2-aldehyde

  • CAS No. 102619-05-6

  • Cat. No. CS-0206040
  • Purity≥98%
  • MDL No.MFCD00671580

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

1-(P-Toluenesulfonyl)pyrrole-2-aldehyde|CS-0206040

Structure of 102619-05-6

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General Information

  • CAS No. 102619-05-6
  • Cat. No. CS-0206040
  • Purity ≥98%
  • MDL No. MFCD00671580
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₁NO₃S
  • Molecular Weight 249.29
  • Synonym(s) 1-Tosylpyrrole-2-carboxaldehyde
  • SMILES CC1=CC=C(C=C1)S(=O)(=O)N2C=CC=C2C=O

Description

1-(P-Toluenesulfonyl)pyrrole-2-aldehyde features a pyrrole ring bearing an electron-deficient aldehyde at the C2 position and a p-toluenesulfonyl group at nitrogen, enabling selective conjugate additions. The sulfonyl moiety enhances solubility and stability while directing regiochemistry in synthetic transformations. This scaffold serves as a key intermediate for heterocyclic diversification under mild conditions.

Application

1-(p-Toluenesulfonyl)pyrrole-2-aldehyde serves as a versatile building block in heterocyclic synthesis, enabling efficient access to functionalized pyrrole scaffolds. The sulfonyl group enhances stability and facilitates purification, while the aldehyde functionality supports diverse transformations including Wittig reactions, reductive amination, and nucleophilic additions. Its compatibility with standard organic reaction conditions makes it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      Pyrrole-2-carboxaldehyde|CS-D0925
      1003-29-8
    • null|null
      98-59-9
    • ~10%
    • In-stock
      1-(P-Toluenesulfonyl)pyrrole-2-aldehyde|CS-0206040
      102619-05-6

    References

    • Abell, Andrew D.; Nabbs, Brent K.; Battersby, Alan R. Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8163 - 8169
  • Route2
    • 1-Methanesulfonyl-1h-pyrrole-2-carbaldehyde|CS-0231495
      123892-38-6
    • ~%
    • In-stock
      1-(P-Toluenesulfonyl)pyrrole-2-aldehyde|CS-0206040
      102619-05-6

    References

    • Journal of Organic Chemistry, , vol. 63, # 23 p. 8163 - 8169
  • Route3
    • 1-(Methylsulfonyl)-1H-pyrrole-2-methanol|CS-0648781
      202580-86-7
    • ~%
    • In-stock
      1-(P-Toluenesulfonyl)pyrrole-2-aldehyde|CS-0206040
      102619-05-6

    References

    • Journal of Organic Chemistry, , vol. 63, # 23 p. 8163 - 8169

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   56.14
  • LogP   1.84602
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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