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CS-W001157 4
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5-Chloro-1H-benzo[d]imidazol-2(3H)-one

  • CAS No. 2034-23-3

  • Cat. No. CS-W020374
  • Purity≥98%
  • MDL No.MFCD00493866

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

5-Chloro-1H-benzo[d]imidazol-2(3H)-one|CS-W020374

Structure of 2034-23-3

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General Information

  • CAS No. 2034-23-3
  • Cat. No. CS-W020374
  • Purity ≥98%
  • MDL No. MFCD00493866
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂O
  • Molecular Weight None
  • Synonym(s) 5-CHLORO-1H-BENZOIMIDAZOL-2-OL
  • SMILES O=C1NC2=CC=C(C=C2N1)Cl

Description

5-Chloro-1H-benzo[d]imidazol-2(3H)-one is a bench-stable heterocyclic compound featuring a chlorine substituent at the 5-position of the imidazole core. This electron-deficient scaffold integrates readily into pharmaceutical intermediates, enabling efficient coupling reactions in medicinal chemistry. The carbonyl functionality enhances polarity and hydrogen bonding capacity, supporting solubility in polar solvents.

Application

5-Chloro-1H-benzo[d]imidazol-2(3H)-one serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its well-defined reactivity facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions. The chloro substituent provides a handle for further functionalization, while the amide-like core offers metabolic stability and favorable solubility profiles. This compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it ideal for high-throughput synthesis and API development workflows.

Synthesis

  • Route1
    • In-stock
      4-Chlorobenzene-1,2-diamine|CS-W007387
      95-83-0
    • null|null
      530-62-1
    • ~69%
    • In-stock
      5-Chloro-1H-benzo[d]imidazol-2(3H)-one|CS-W020374
      2034-23-3

    References

    • Journal of Medicinal Chemistry, , vol. 49, # 12 p. 3719 - 3742
  • Route2
    • null|null
      124-38-9
    • In-stock
      4-Chlorobenzene-1,2-diamine|CS-W007387
      95-83-0
    • ~77%
    • In-stock
      5-Chloro-1H-benzo[d]imidazol-2(3H)-one|CS-W020374
      2034-23-3

    References

    • ACS Catalysis, , vol. 3, # 9 p. 2076 - 2082
  • Route3
    • null|null
      201230-82-2
    • null|null
      89-63-4
    • ~65%
    • In-stock
      5-Chloro-1H-benzo[d]imidazol-2(3H)-one|CS-W020374
      2034-23-3

    References

    • European Journal of Organic Chemistry, , # 8 p. 1675 - 1679

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   48.65
  • LogP   1.5096
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   0

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