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CS-W001157 4
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2-Cyano-N-phenylacetamide

  • CAS No. 621-03-4

  • Cat. No. CS-0150044
  • Purity≥97%
  • MDL No.None

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

2-Cyano-N-phenylacetamide|CS-0150044

Structure of 621-03-4

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General Information

  • CAS No. 621-03-4
  • Cat. No. CS-0150044
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O
  • Molecular Weight 160.17
  • Synonym(s) N-Phenylcyanoacetamide
  • SMILES N#CCC(NC1=CC=CC=C1)=O

Description

2-Cyano-N-phenylacetamide features a conjugated nitrile group and an amide linkage, enabling robust integration into synthetic scaffolds. This electron-deficient heterocyclic framework supports efficient coupling reactions under mild conditions, delivering high functional group tolerance and enhanced stability during process development workflows.

Application

2-Cyano-N-phenylacetamide serves as a versatile building block in synthetic organic chemistry, enabling efficient access to heterocyclic scaffolds via cyclization reactions. Its nitrile and amide functionalities offer orthogonal reactivity for downstream transformations, including hydrolysis, nucleophilic addition, and cycloaddition processes. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, facilitating integration into multi-step synthesis workflows.

Synthesis

  • Route1
    • null|null
      372-09-8
    • null|null
      74497-02-2
    • ~92%
    • In-stock
      2-Cyano-N-phenylacetamide|CS-0150044
      621-03-4

    References

    • Hazeldine, Stuart; Pachaiyappan, Boobalan; Steinbergs, Nora; Nowotarski, Shannon; Hanson, Allison S.; Casero, Robert A.; Woster, Patrick M. Journal of Medicinal Chemistry, 2012 , vol. 55, # 17 p. 7378 - 7391
  • Route2
    • null|null
      74497-02-2
    • In-stock
      Methyl 2-cyanoacetate|CS-W016657
      105-34-0
    • ~41%
    • In-stock
      2-Cyano-N-phenylacetamide|CS-0150044
      621-03-4

    References

    • Guo, Diliang; Chen, Tao; Ye, Deju; Xu, Jinyi; Jiang, Hualiang; Chen, Kaixian; Wang, Hui; Liu, Hong Organic Letters, 2011 , vol. 13, # 11 p. 2884 - 2887
  • Route3
    • null|null
      74497-02-2
    • null|null
      105-56-6
    • ~95%
    • In-stock
      2-Cyano-N-phenylacetamide|CS-0150044
      621-03-4

    References

    • Eremeev, A. V.; Piskunova, I. P.; El'kinson, R. S. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1985 , vol. 21, # 8 p. 998 - 1002 Khimiya Geterotsiklicheskikh Soedinenii, 1985 , vol. 21, # 8 p. 1202 - 1206

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   52.89
  • LogP   1.53878
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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