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CS-W001157 4
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3-Chloro-2-nitroaniline

  • CAS No. 59483-54-4

  • Cat. No. CS-W004730
  • Purity≥97%
  • MDL No.MFCD01317803

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

3-Chloro-2-nitroaniline|CS-W004730

Structure of 59483-54-4

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General Information

  • CAS No. 59483-54-4
  • Cat. No. CS-W004730
  • Purity ≥97%
  • MDL No. MFCD01317803
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O₂
  • Molecular Weight 172.57
  • Synonym(s) None
  • SMILES NC1=CC=CC(Cl)=C1[N+]([O-])=O

Description

3-Chloro-2-nitroaniline features a chlorinated aromatic ring paired with electron-deficient nitro and amino functionalities, enabling direct integration into multi-step syntheses. This bench-stable derivative serves as a key intermediate for pharmaceuticals and agrochemicals, offering predictable reactivity under standard conditions.

Application

3-Chloro-2-nitroaniline serves as a versatile building block in synthetic organic chemistry, enabling the construction of heterocyclic scaffolds and pharmaceutical intermediates. Its ortho-directed reactivity facilitates electrophilic substitution and coupling reactions, while the nitro group offers a handle for reduction to an amine or further functionalization. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step syntheses requiring precise regiocontrol.

Synthesis

  • Route1

    References

    • Journal of Organic Chemistry, , vol. 42, # 1 p. 166 - 169
  • Route2

    References

    • Heterocycles, , vol. 14, # 10 p. 1497 - 1516
  • Route3
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      19088-99-4
    • ~%
    • In-stock
      3-Chloro-2-nitroaniline|CS-W004730
      59483-54-4

    References

    • Journal of Medicinal Chemistry, , vol. 36, # 11 p. 1630 - 1640

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

Quality Control

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Computational Chemistry Data

  • TPSA   69.16
  • LogP   1.8304
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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