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CS-W001157 4
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3-Amino-2-chlorobenzonitrile

  • CAS No. 53312-76-8

  • Cat. No. CS-0169631
  • Purity≥98%
  • MDL No.None

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

3-Amino-2-chlorobenzonitrile|CS-0169631

Structure of 53312-76-8

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General Information

  • CAS No. 53312-76-8
  • Cat. No. CS-0169631
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) 3-aminochlorobenzonitrile
  • SMILES N#CC1=CC=CC(N)=C1Cl

Description

3-Amino-2-chlorobenzonitrile features a strategically positioned amino group adjacent to a chloro substituent on a nitrile-bearing benzene ring. This electronic configuration enables direct functionalization in late-stage synthesis, particularly for pharmaceutical intermediates requiring regioselective coupling. The molecule exhibits enhanced solubility in polar solvents and maintains stability under standard bench conditions.

Application

3-Amino-2-chlorobenzonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of diverse heterocyclic scaffolds through standard coupling and cyclization protocols. Its ortho-chloro and nitrile groups provide orthogonal reactivity for palladium-catalyzed cross-couplings and nucleophilic additions, while the amino group facilitates further derivatization. The compound exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis campaigns in API development.

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   49.81
  • LogP   1.79388
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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