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Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate

  • CAS No. 106429-57-6

  • Cat. No. CS-0054307
  • Purity≥98%
  • MDL No.None

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

Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate|CS-0054307

Structure of 106429-57-6

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General Information

  • CAS No. 106429-57-6
  • Cat. No. CS-0054307
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₃
  • Molecular Weight 192.17
  • Synonym(s) 5-CARBOXYBENZIMIDAZOLONE METHYL ESTER
  • SMILES O=C(C1=CC=C(C(N2)=C1)NC2=O)OC

Description

Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate is a bench-stable heterocyclic ester featuring a fused benzimidazole core with a carbonyl at the 2-position and a methyl ester at the 5-position. This configuration enables direct incorporation into synthetic sequences requiring electron-deficient aromatic systems or as a precursor in bioactive compound assembly.

Application

Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient access to benzimidazole-based scaffolds. Its compatibility with standard coupling reactions and robust bench stability facilitate straightforward functionalization and purification, making it well-suited for medicinal chemistry campaigns and process development.

Synthesis

  • Route1
    • In-stock
      Methyl 3,4-diaminobenzoate|CS-W007431
      36692-49-6
    • null|null
      530-62-1
    • ~92%
    • In-stock
      Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate|CS-0054307
      106429-57-6

    References

    • WO2009/134750 A1, ; Page/Page column 139 ;
  • Route2
    • null|null
      459218-01-0
    • ~%
    • In-stock
      Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate|CS-0054307
      106429-57-6

    References

    • WO2005/60967 A1, ; Page/Page column 16 ; WO 2005/060967 A1
  • Route3
    • null|null
      74-88-4
    • ~%
    • In-stock
      Methyl 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carboxylate|CS-0054307
      106429-57-6

    References

    • Justus Liebigs Annalen der Chemie, , vol. 291, p. 327

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   74.95
  • LogP   0.6428
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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