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

Name: 4-Bromo-1,3-dihydro-2H-benzo[d]imidazol-2-one
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 40644-16-4
Cat. No. CS-0137011
Purity≥98%
MDL No.None

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4-Bromo-1,3-dihydro-2H-benzo[d]imidazol-2-one|CS-0137011

Structure of 40644-16-4

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General Information

CAS No. 40644-16-4
Cat. No. CS-0137011
Purity ≥98%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂O
Molecular Weight 213.03
Synonym(s) 4-Bromo-1H-benzo[d]imidazol-2(3H)-one
SMILES O=C1NC2=CC=CC(Br)=C2N1

Description

4-Bromo-1,3-dihydro-2H-benzo[d]imidazol-2-one features a brominated benzene ring fused to a labile imidazolone scaffold, enabling direct functionalization at the C4 position. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates and bioactive molecule frameworks under standard coupling conditions.

Application

4-Bromo-1,3-dihydro-2H-benzo[d]imidazol-2-one serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the imidazolone core offers stability and compatibility with diverse functional groups. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

Route1
- 32315-10-9
- In-stock
  
  1575-36-6
- ~77%
- In-stock
  
  40644-16-4
References
- WYETH Patent: WO2009/108838 A1, 2009 ; Location in patent: Page/Page column 96 ; WO 2009/108838 A1

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-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 48.65
LogP 1.6187
H_Acceptors 1
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

Key Words

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

CAS No. 40644-16-4

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