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5-Bromo-1-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-one

  • CAS No. 84712-08-3

  • Cat. No. CS-0151147
  • Purity≥96%
  • MDL No.MFCD00504782

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

5-Bromo-1-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-one|CS-0151147

Structure of 84712-08-3

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General Information

  • CAS No. 84712-08-3
  • Cat. No. CS-0151147
  • Purity ≥96%
  • MDL No. MFCD00504782
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrN₂O
  • Molecular Weight 227.06
  • Synonym(s) 2H-Benzimidazol-2-one,5-bromo-1,3-dihydro-1-methyl
  • SMILES CN1C2=C(C=C(C=C2)Br)N=C1O

Description

5-Bromo-1-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-one features a brominated benzene ring fused to a methyl-substituted imidazolone core, delivering enhanced reactivity in cross-coupling transformations. The electron-deficient heterocycle facilitates palladium-catalyzed functionalization, while the bench-stable crystalline form enables reliable handling and integration into complex synthetic sequences.

Application

5-Bromo-1-methyl-1,3-dihydro-2H-benzo[d]imidazol-2-one serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted benzimidazoles via palladium-catalyzed cross-coupling reactions. The bromine substituent facilitates reliable functionalization under standard Suzuki, Stille, or Negishi conditions, while the methylated imidazolone core offers enhanced bench stability and compatibility with diverse reaction environments.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H320-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   38.05
  • LogP   2.0414
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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