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CS-W001157 4
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2-Amino-4-bromobenzonitrile

  • CAS No. 304858-65-9

  • Cat. No. CS-W004831
  • Purity≥98%
  • MDL No.MFCD08752638

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

2-Amino-4-bromobenzonitrile|CS-W004831

Structure of 304858-65-9

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General Information

  • CAS No. 304858-65-9
  • Cat. No. CS-W004831
  • Purity ≥98%
  • MDL No. MFCD08752638
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) Amino-4-bromobenzonitrile
  • SMILES NC1=C(C#N)C=CC(=C1)Br

Description

2-Amino-4-bromobenzonitrile features a bromine substituent and nitrile group flanking a primary amine on a benzene ring, enabling direct coupling in cross-coupling reactions. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and functional materials under standard conditions.

Application

2-Amino-4-bromobenzonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling efficient access to functionalized heterocycles via Pd-catalyzed cross-coupling and cyclization reactions. The ortho-amino and bromo groups provide orthogonal reactivity for sequential functionalization, while the nitrile group offers compatibility with standard transformations. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis of advanced intermediates for API development.

Synthesis

  • Route1

    References

    • Bagheri, Mojtaba; Azizi, Najmedin; Saidi, Mohammad R. Canadian Journal of Chemistry, 2005 , vol. 83, # 2 p. 146 - 149

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   49.81
  • LogP   1.90298
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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