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CS-W001157 4
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Ethyl 2-amino-2-cyanoacetate 4-methylbenzenesulfonate

  • CAS No. 37842-58-3

  • Cat. No. CS-W006139
  • Purity≥95%
  • MDL No.MFCD00666813

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

Ethyl 2-amino-2-cyanoacetate 4-methylbenzenesulfonate|CS-W006139

Structure of 37842-58-3

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General Information

  • CAS No. 37842-58-3
  • Cat. No. CS-W006139
  • Purity ≥95%
  • MDL No. MFCD00666813
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆N₂O₅S
  • Molecular Weight None
  • Synonym(s) Ethyl aminocyanoacetate p-tolunensulfonate
  • SMILES CCOC(=O)C(N)C#N.CC1=CC=C(C=C1)S(O)(=O)=O

Description

Ethyl 2-amino-2-cyanoacetate 4-methylbenzenesulfonate features a reactive cyano group and amino functionality, enabling efficient incorporation into heterocyclic scaffolds. The 4-methylbenzenesulfonate counterion enhances solubility and stability under standard conditions, facilitating use in synthetic transformations requiring mild activation.

Application

Ethyl 2-amino-2-cyanoacetate 4-methylbenzenesulfonate serves as a stable, bench-ready building block for the synthesis of heterocyclic scaffolds and amino acid derivatives. Its dual functionality—amine and cyano groups—enables efficient Michael additions, cyclocondensations, and nucleophilic transformations under mild conditions. The 4-methylbenzenesulfonate counterion enhances solubility and facilitates purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      5457-25-0
    • In-stock
      p-Toluenesulfonic acid monohydrate|CS-W015891
      6192-52-5
    • ~%
    • In-stock
      Ethyl 2-amino-2-cyanoacetate 4-methylbenzenesulfonate|CS-W006139
      37842-58-3

    References

    • Lonza, Ltd. Patent: US4071550 A1, 1978 ;
  • Route2
    • null|null
      104-15-4
    • Ethyl α-amino-α-cyanoacetate|CS-0016862
      32683-02-6
    • ~%
    • In-stock
      Ethyl 2-amino-2-cyanoacetate 4-methylbenzenesulfonate|CS-W006139
      37842-58-3

    References

    • Lu, Xiaoyun; Liu, Xiaobo; Wan, Baojie; Franzblau, Scott G.; Chen, Lili; Zhou, Changlin; You, Qidong European Journal of Medicinal Chemistry, 2012 , vol. 49, p. 164 - 171
  • Route3

    References

    • Meester, Johan W. G. De; Plas, Henk C. van der; Middelhoven, Wouter J. Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 441 - 451

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

Quality Control

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Computational Chemistry Data

  • TPSA   130.48
  • LogP   0.6421
  • H_Acceptors   6
  • H_Donors   2
  • Rotatable_Bonds   3

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