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CS-W001157 4
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5-Chloro-2-nitrobenzamide

  • CAS No. 40763-96-0

  • Cat. No. CS-0132485
  • Purity≥98%
  • MDL No.MFCD00017509

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

5-Chloro-2-nitrobenzamide|CS-0132485

Structure of 40763-96-0

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General Information

  • CAS No. 40763-96-0
  • Cat. No. CS-0132485
  • Purity ≥98%
  • MDL No. MFCD00017509
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂O₃
  • Molecular Weight 200.58
  • Synonym(s) None
  • SMILES O=C(N)C1=CC(Cl)=CC=C1[N+]([O-])=O

Description

5-Chloro-2-nitrobenzamide features a chlorinated aromatic ring paired with nitro and amide functionalities, enabling direct incorporation into pharmaceutical intermediates. The electron-deficient aryl core supports electrophilic substitution, while the amide group offers hydrogen-bonding capacity for targeted molecular recognition. This compound serves as a stable building block in synthetic routes requiring polar, reactive sites under standard conditions.

Application

5-Chloro-2-nitrobenzamide serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via coupling reactions. Its ortho-difunctionalized aryl core—combining a chloro group for nucleophilic substitution and a nitro group for reduction or cyclization—facilitates sequential transformations under mild conditions. The amide functionality enhances solubility and stability during synthesis, while the molecule exhibits robust bench stability and ease of purification, making it well-suited for iterative library construction and process-scale applications.

Synthesis

  • Route1
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      41994-44-9
    • ~%
    • In-stock
      5-Chloro-2-nitrobenzamide|CS-0132485
      40763-96-0

    References

    • Hour; Huang; Kuo; Xia; Bastow; Nakanishi; Hamel; Lee Journal of Medicinal Chemistry, 2000 , vol. 43, # 23 p. 4479 - 4487
  • Route2

    References

    • Hour; Huang; Kuo; Xia; Bastow; Nakanishi; Hamel; Lee Journal of Medicinal Chemistry, 2000 , vol. 43, # 23 p. 4479 - 4487
  • Route3
    • In-stock
      3-Chlorobenzamide|CS-0151380
      618-48-4
    • null|null
      7697-37-2
    • ~%
    • In-stock
      5-Chloro-2-nitrobenzamide|CS-0132485
      40763-96-0

    References

    • Montagne Recueil des Travaux Chimiques des Pays-Bas, 1900 , vol. 19, p. 55

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   86.23
  • LogP   1.3471
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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