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CS-W001157 4
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5,6-Dimethyl-1H-benzo[d]imidazol-2(3H)-one

  • CAS No. 2033-30-9

  • Cat. No. CS-W007013
  • Purity≥95%
  • MDL No.MFCD00051725

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

5,6-Dimethyl-1H-benzo[d]imidazol-2(3H)-one|CS-W007013

Structure of 2033-30-9

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General Information

  • CAS No. 2033-30-9
  • Cat. No. CS-W007013
  • Purity ≥95%
  • MDL No. MFCD00051725
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀N₂O
  • Molecular Weight 162.19
  • Synonym(s) 1,3-Dihydro-5,6-Dimethyl-2H-Benzimidazol-2-One
  • SMILES O=C1NC2=CC(C)=C(C)C=C2N1

Description

5,6-Dimethyl-1H-benzo[d]imidazol-2(3H)-one features a fused benzimidazolone core with methyl groups at the 5 and 6 positions, enhancing electronic density and steric shielding. This bench-stable heterocycle serves as a key scaffold in medicinal chemistry, integrating readily into bioactive molecules through C–H functionalization or nucleophilic substitution pathways.

Application

5,6-Dimethyl-1H-benzo[d]imidazol-2(3H)-one serves as a versatile heterocyclic building block in medicinal chemistry, offering enhanced metabolic stability and favorable solubility profiles. Its fused benzimidazolone core enables robust functionalization at the C5 and C6 positions, facilitating downstream derivatization via standard coupling reactions. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for high-throughput synthesis workflows and API development.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      4,5-Dimethylbenzene-1,2-diamine|CS-0067260
      3171-45-7
    • ~97%
    • In-stock
      5,6-Dimethyl-1H-benzo[d]imidazol-2(3H)-one|CS-W007013
      2033-30-9

    References

    • ACS Catalysis, , vol. 3, # 9 p. 2076 - 2082
  • Route2

    References

    • Journal of Chemical Research - Part S, , # 2 p. 92 - 93
  • Route3
    • In-stock
      4,5-Dimethylbenzene-1,2-diamine|CS-0067260
      3171-45-7
    • null|null
      530-62-1
    • ~44%
    • In-stock
      5,6-Dimethyl-1H-benzo[d]imidazol-2(3H)-one|CS-W007013
      2033-30-9

    References

    • Journal of the American Chemical Society, , vol. 118, # 17 p. 4018 - 4029

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   48.65
  • LogP   1.47304
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   0

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