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CS-W001157 4
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3-(Methylamino)benzonitrile

  • CAS No. 64910-52-7

  • Cat. No. CS-0135560
  • Purity≥98%
  • MDL No.MFCD11153024

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

3-(Methylamino)benzonitrile|CS-0135560

Structure of 64910-52-7

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General Information

  • CAS No. 64910-52-7
  • Cat. No. CS-0135560
  • Purity ≥98%
  • MDL No. MFCD11153024
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂
  • Molecular Weight None
  • Synonym(s) 3-BROMO-22-CHLOROPHENOL
  • SMILES N#CC1=CC=CC(NC)=C1

Description

3-(Methylamino)benzonitrile features a para-oriented methylamino group and nitrile functionality, enabling direct integration into bioactive scaffolds. The electron-donating methylamino moiety enhances reactivity at the aromatic ring, while the nitrile serves as a versatile handle for downstream transformations. This compound offers high stability under standard conditions and facilitates efficient access to pharmaceutical intermediates.

Application

3-(Methylamino)benzonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of diverse heterocyclic scaffolds through cyclization and coupling reactions. Its ortho-amino nitrile functionality offers enhanced reactivity in Pd-catalyzed cross-couplings and facilitates rapid diversification via nucleophilic addition or electrophilic substitution. The molecule exhibits excellent bench stability and is readily purified by chromatography or crystallization, making it ideal for high-throughput synthesis and process development workflows.

Synthesis

  • Route1
    • null|null
      900537-33-9
    • null|null
      68-11-1
    • ~91%
    • 2-[(4-Nitrophenyl)sulfanyl]acetic acid|CS-0206905
      3406-75-5
    • In-stock
      3-(Methylamino)benzonitrile|CS-0135560
      64910-52-7

    References

    • Le Pera, Adolfo; Leggio, Antonella; Liguori, Angelo Tetrahedron, 2006 , vol. 62, # 25 p. 6100 - 6106
  • Route2
    • null|null
      1026573-90-9
    • ~85%
    • In-stock
      3-(Methylamino)benzonitrile|CS-0135560
      64910-52-7

    References

    • Meade, Eric A.; Sznaidman, Marcos; Pollard, Gerald T.; Beauchamp, Lilia M.; Howard, James L. European Journal of Medicinal Chemistry, 1998 , vol. 33, # 5 p. 363 - 374
  • Route3
    • null|null
      2237-30-1
    • ~%
    • In-stock
      3-(Methylamino)benzonitrile|CS-0135560
      64910-52-7

    References

    • Le Pera, Adolfo; Leggio, Antonella; Liguori, Angelo Tetrahedron, 2006 , vol. 62, # 25 p. 6100 - 6106

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   35.82
  • LogP   1.59998
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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