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CS-W001157 4
Total: USD 88.00

2-(3-Aminophenyl)acetonitrile

  • CAS No. 4623-24-9

  • Cat. No. CS-W018941
  • Purity≥98%
  • MDL No.MFCD03265299

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

2-(3-Aminophenyl)acetonitrile|CS-W018941

Structure of 4623-24-9

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General Information

  • CAS No. 4623-24-9
  • Cat. No. CS-W018941
  • Purity ≥98%
  • MDL No. MFCD03265299
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂
  • Molecular Weight 132.16
  • Synonym(s) benzeneacetonitrile, 3-amino-
  • SMILES N#CCC1=CC=CC(N)=C1

Description

2-(3-Aminophenyl)acetonitrile features a strategically positioned nitrile group flanking an electron-rich aniline moiety, enabling direct incorporation into heterocyclic scaffolds. This bench-stable intermediate facilitates efficient coupling reactions and serves as a key building block in the synthesis of bioactive compounds, particularly in medicinal chemistry applications requiring modular nitrogen-containing frameworks.

Application

2-(3-Aminophenyl)acetonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles and functionalized aryl derivatives. Its ortho-aminobenzyl nitrile motif offers excellent compatibility with standard coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig protocols. The nitrile group facilitates downstream transformations to amides, carboxylic acids, or heterocycles, while the primary amine supports derivatization via acylation or alkylation. Bench-stable and readily purified by recrystallization or chromatography, it functions reliably in multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • WO2011/47156 A1, ; Page/Page column 82 ; WO 2011/047156 A1
  • Route2

    References

    • WO2011/60196 A1, ;
  • Route3
    • null|null
      140-29-4
    • ~%
    • In-stock
      2-(3-Aminophenyl)acetonitrile|CS-W018941
      4623-24-9

    References

    • Chemische Berichte, , vol. 17, p. 506 Chemische Berichte, , vol. 22, p. 2139

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
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

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   1.33488
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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