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CS-W001157 4
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5-Amino-2-methoxybenzonitrile

  • CAS No. 214623-57-1

  • Cat. No. CS-W006487
  • Purity≥95%
  • MDL No.MFCD00723841

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

5-Amino-2-methoxybenzonitrile|CS-W006487

Structure of 214623-57-1

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General Information

  • CAS No. 214623-57-1
  • Cat. No. CS-W006487
  • Purity ≥95%
  • MDL No. MFCD00723841
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) benzonitrile, 5-amino-2-methoxy-
  • SMILES N#CC1=CC(N)=CC=C1OC

Description

5-Amino-2-methoxybenzonitrile features a trifunctional aromatic core with complementary reactivity. The amino group enables nucleophilic coupling, the methoxy substituent enhances solubility and electronic modulation, and the nitrile moiety provides a handle for selective transformations. This combination supports efficient integration into complex molecular architectures under standard conditions.

Application

5-Amino-2-methoxybenzonitrile serves as a versatile building block for heterocyclic synthesis and medicinal chemistry applications. The molecule combines an electron-rich amine, a methoxy group, and a nitrile functionality, enabling diverse transformations including cyclizations, nucleophilic additions, and coupling reactions. Its bench-stable nature and compatibility with standard reaction conditions facilitate efficient access to substituted benzimidazoles, quinolines, and other bioactive scaffolds.

Synthesis

  • Route1

    References

    • Journal of the Chemical Society, , p. 861,864

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

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