1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde

CAS No. 55241-49-1
Cat. No. CS-0102201
Molecule weight190.20
Purity≥95%
MDL No.MFCD00772536

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1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde|CS-0102201

Structure of 55241-49-1

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General Information

CAS No. 55241-49-1
Cat. No. CS-0102201
Purity ≥95%
MDL No. MFCD00772536
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₀N₂O₂
Molecular Weight 190.20
Synonym(s) 1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzimidazole-5-carbaldehyde
SMILES O=CC1=CC=C(N2C)C(N(C)C2=O)=C1

Description

This bench-stable benzimidazole derivative features a formyl group at the 5-position and methyl substituents at the 1- and 3-positions, creating a sterically hindered, electron-deficient heterocycle. The carbonyl functionality enables direct incorporation into coupling reactions, while the fused aromatic system enhances thermal resilience. This structure serves as a modular scaffold for bioactive molecule synthesis.

Application

1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its benzimidazolone core with orthogonal functional groups enables direct derivatization via nucleophilic addition, reductive amination, or coupling reactions. Bench-stable and readily purified by column chromatography, it facilitates efficient access to biologically relevant scaffolds and functionalized aromatic systems in multi-step syntheses.

Synthesis

Route1
- 345657-96-7
- ~42%
- In-stock
  
  55241-49-1
References
- Dombroski, Mark A.; Letavic, Michael A.; McClure, Kim F.; Barberia, John T.; Carty, Thomas J.; Cortina, Santo R.; Csiki, Csilla; Dipesa, Alan J.; Elliott, Nancy C.; Gabel, Christopher A.; Jordan, Crystal K.; Labasi, Jeff M.; Martin, William H.; Peese, Kevin M.; Stock, Ingrid A.; Svensson, Linne; Sweeney, Francis J.; Yu, Chul H. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 4 p. 919 - 923
Route2
- 222424-21-7
- ~%
- In-stock
  
  55241-49-1
References
- Dombroski, Mark A.; Letavic, Michael A.; McClure, Kim F.; Barberia, John T.; Carty, Thomas J.; Cortina, Santo R.; Csiki, Csilla; Dipesa, Alan J.; Elliott, Nancy C.; Gabel, Christopher A.; Jordan, Crystal K.; Labasi, Jeff M.; Martin, William H.; Peese, Kevin M.; Stock, Ingrid A.; Svensson, Linne; Sweeney, Francis J.; Yu, Chul H. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 4 p. 919 - 923
Route3
- In-stock
  
  3097-21-0
- 4885-02-3
- ~%
- In-stock
  
  55241-49-1
References
- Petrov, Ognyan I.; Kalcheva, Veneta B.; Antonova, Antonina Ts. Collection of Czechoslovak Chemical Communications, 1997 , vol. 62, # 3 p. 494 - 497

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 44
LogP 0.6895
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzimidazole compounds

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1,3-Dimethyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbaldehyde

CAS No. 55241-49-1

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