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CS-W001157 4
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2-Amino-5-methoxybenzonitrile

  • CAS No. 23842-82-2

  • Cat. No. CS-W005256
  • Purity≥97%
  • MDL No.None

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

2-Amino-5-methoxybenzonitrile|CS-W005256

Structure of 23842-82-2

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General Information

  • CAS No. 23842-82-2
  • Cat. No. CS-W005256
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂O
  • Molecular Weight 148.16
  • Synonym(s) m-Anisonitrile,6-amino-
  • SMILES N#CC1=CC(OC)=CC=C1N

Description

2-Amino-5-methoxybenzonitrile features a strategically positioned amino group and methoxy substituent flanking a nitrile handle, enabling efficient coupling in heterocyclic synthesis. This electron-rich scaffold supports direct functionalization and integration into bioactive molecules under standard conditions.

Application

2-Amino-5-methoxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds and bioactive intermediates. Its amino and nitrile groups offer orthogonal reactivity for coupling, cyclization, and functionalization reactions. The methoxy substituent enhances solubility and modulates electronic properties, while the compound exhibits good bench stability and ease of purification—ideal for iterative synthetic workflows in API development.

Synthesis

  • Route1

    References

    • SCHERING CORPORATION Patent: WO2009/5646 A2, 2009 ; Location in patent: Page/Page column 186 ; WO 2009/005646 A2
  • Route2
    • null|null
      109103-45-9
    • ~89%
    • In-stock
      2-Amino-5-methoxybenzonitrile|CS-W005256
      23842-82-2

    References

    • Nakhai, Azadeh; Stensland, Birgitta; Svensson, Per H.; Bergman, Jan European Journal of Organic Chemistry, 2010 , # 34 p. 6588 - 6599
  • Route3
    • null|null
      1262111-11-4
    • null|null
      75-16-1
    • ~13%
    • null|null
      1262111-17-0
    • In-stock
      2-Amino-5-methoxybenzonitrile|CS-W005256
      23842-82-2

    References

    • European Journal of Organic Chemistry, , # 34 p. 6588 - 6599

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

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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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