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CS-W001157 4
Total: USD 88.00

2-Amino-4-methoxybenzonitrile

  • CAS No. 38487-85-3

  • Cat. No. CS-W006163
  • Purity≥96%
  • MDL No.MFCD05149246

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

2-Amino-4-methoxybenzonitrile|CS-W006163

Structure of 38487-85-3

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General Information

  • CAS No. 38487-85-3
  • Cat. No. CS-W006163
  • Purity ≥96%
  • MDL No. MFCD05149246
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) 2-Amino-4-methoxy-benzonitril
  • SMILES N#CC1=CC=C(OC)C=C1N

Description

2-Amino-4-methoxybenzonitrile features a strategically positioned amino group and methoxy substituent flanking a nitrile moiety, enabling its use in constructing electron-rich heterocycles. This bench-stable derivative integrates readily into synthetic sequences requiring polar yet robust aromatic scaffolds.

Application

2-Amino-4-methoxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles and other heterocyclic scaffolds. Its ortho-amino and nitrile functionalities facilitate cyclization reactions under mild conditions, while the methoxy group provides tunable electronic effects. The compound exhibits good bench stability and is readily purified by recrystallization, supporting its use in multi-step synthesis and API development workflows.

Synthesis

  • Route1

    References

    • Pletnev, Alexandre A.; Tian, Qingping; Larock, Richard C. Journal of Organic Chemistry, 2002 , vol. 67, # 26 p. 9276 - 9287
  • Route2
    • null|null
      1210035-07-6
    • null|null
      603-35-0
    • ~37%
    • null|null
      1192691-05-6
    • In-stock
      2-Amino-4-methoxybenzonitrile|CS-W006163
      38487-85-3

    References

    • Koutentis, Panayiotis A.; Michaelidou, Sophia S. Tetrahedron, 2010 , vol. 66, # 32 p. 6032 - 6039
  • Route3
    • null|null
      1192690-78-0
    • ~36%
    • null|null
      1192691-05-6
    • In-stock
      2-Amino-4-methoxybenzonitrile|CS-W006163
      38487-85-3

    References

    • Michaelidou, Sophia S.; Koutentis, Panayiotis A. Tetrahedron, 2009 , vol. 65, # 40 p. 8428 - 8433

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-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   59.04
  • LogP   1.14908
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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