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CS-W001157 4
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2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile

  • CAS No. 950596-58-4

  • Cat. No. CS-0150174
  • Molecule weight266.29
  • Purity≥97%
  • MDL No.MFCD16619377

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

2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile|CS-0150174

Structure of 950596-58-4

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General Information

  • CAS No. 950596-58-4
  • Cat. No. CS-0150174
  • Purity ≥97%
  • MDL No. MFCD16619377
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈N₂O₄
  • Molecular Weight 266.29
  • Synonym(s) ethyl 2-amino-4,5-bis(2-methoxyethoxy)-2-aminobenzoate
  • SMILES COCCOC1=C(C=C(C(=C1)C#N)N)OCCOC

Description

2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile features a polar, electron-rich aromatic core with two methoxyethoxy side chains that enhance solubility in protic and aprotic solvents. The nitrile group provides a robust handle for derivatization, while the amino functionality enables conjugation or coordination in catalytic systems. This compound demonstrates excellent bench stability under standard conditions and is well-suited for use in synthetic intermediates, ligand design, and functional materials development.

Application

2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via cyclization reactions. The amino and nitrile groups offer complementary reactivity for downstream functionalization, while the bis(2-methoxyethoxy) substituents enhance solubility and metabolic stability. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex molecular architectures.

Synthesis

  • Route1
    • 4,5-Bis(2-methoxyethoxy)-2-nitrobenzonitrile|CS-0150175
      236750-65-5
    • ~92%
    • In-stock
      2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile|CS-0150174
      950596-58-4

    References

    • Chandregowda, Venkateshappa; Rao, Gudapati Venkateswara; Reddy, Goukanapalli Chandrasekara Organic Process Research and Development, 2007 , vol. 11, # 5 p. 813 - 816
  • Route2
    • 3,4-Bis(2-methoxyethoxy)benzonitrile|CS-0455854
      80407-68-7
    • ~%
    • In-stock
      2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile|CS-0150174
      950596-58-4

    References

    • Bulletin of the Korean Chemical Society, , vol. 32, # 3 p. 909 - 914
  • Route3
    • null|null
      1418289-91-4
    • ~%
    • In-stock
      2-Amino-4,5-bis(2-methoxyethoxy)benzonitrile|CS-0150174
      950596-58-4

    References

    • Bulletin of the Korean Chemical Society, , vol. 32, # 3 p. 909 - 914

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   86.73
  • LogP   1.19088
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   8

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