10394-40-8

Basic information

• Product Name: 1H-Benzimidazole,1,6-dimethyl-(9CI)
• Synonyms: 1H-Benzimidazole,1,6-dimethyl-(9CI);1,6-diMethyl-1H-benzoiMidazole;1,6-diMethyl-1H-benzo[d]iMidazole
• CAS NO: 10394-40-8
• Molecular Formula: C₉H₁₀N₂
• Molecular Weight: 146.1891
• Product Categories: BENZIMIDAZOLE
• Mol File: 10394-40-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 74-75 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 274.6±33.0 °C(Predicted)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 5.67±0.10(Predicted)
• CAS DataBase Reference: 1H-Benzimidazole,1,6-dimethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Benzimidazole,1,6-dimethyl-(9CI)(10394-40-8)
• EPA Substance Registry System: 1H-Benzimidazole,1,6-dimethyl-(9CI)(10394-40-8)

Safety Data

• Hazardous Substances Data: 10394-40-8(Hazardous Substances Data)

Usage

General Description

1H-Benzimidazole, 1,6-dimethyl-(9CI) is a chemical compound with the molecular formula C9H10N2. It is a derivative of benzimidazole, which is a heterocyclic compound containing a benzene ring fused to an imidazole ring. 1H-Benzimidazole,1,6-dimethyl-(9CI) is a white crystalline solid that is soluble in organic solvents. It is commonly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceutical drugs and other biologically active compounds. It exhibits potential biological activities, including anti-tumor, anti-bacterial, and anti-fungal properties, making it a valuable compound in medicinal chemistry and drug discovery research.

Upstream product

• 614-97-1 5-methylbenzimidazole 
• 77-78-1 dimethyl sulfate 
• 50-00-0 formaldehyd 
• 496-72-0 4-methyl-1,2-diaminobenzene 
• 65081-42-7 3-(N-methylamino)-4-nitrotoluene 
• 7647-01-0 hydrogenchloride 
• 131019-87-9 1-amino-4-methyl-2-(N-methylamino)benzene 
• 67-56-1 methanol 
• 89-62-3 4-methyl-2-nitroaniline 
• 446-34-4 2-fluoro-4-methyl-1-nitrobenzene 
• 149-73-5 trimethyl orthoformate 
• 614-97-1 6-methyl-1H-benzo[d]imidazole 
• 74-88-4 methyl iodide 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 53484-18-7 1-methyl-6-benzimidazole carboxylic acid 

Relevant articles and documents

Cu-Catalyzed C-H Allylation of Benzimidazoles with Allenes

CuH-catalyzed intramolecular cyclization and intermolecular allylation of benzimidazoles with allenes have been described. The reaction proceeded smoothly with the catalytic system of Cu(OAc)2/Xantphos and catalytic amount of (MeO)2MeSiH. This protocol features mild reaction conditions and a good tolerance of substrates bearing electron-withdrawing, electron-donating, or electron-neutral groups. A new catalytic mechanism was proposed for this copper hydride catalytic system.

Supercritical methanol as solvent and carbon source in the catalytic conversion of 1,2-diaminobenzenes and 2-nitroanilines to benzimidazoles

Benzimidazoles and N-methylbenzimidazoles were synthesized by simply heating 1,2-diaminobenzenes in supercritical methanol over copper-doped porous metal oxides. These catalysts were derived from synthetic hydrotalcites that only contain earth-abundant starting materials. The carbon equivalents needed for the construction of the benzimidazole core originated from the solvent itself, which is known to undergo reforming to hydrogen and carbon monoxide through the formation of a formaldehyde intermediate. A variety of 1,2-diaminobenzenes were converted to the corresponding mixtures of benzimidazoles and N-methylated analogues in good yields. Interestingly, the more challenging, but readily available 2-nitroanilines, which require an additional reduction step prior to cyclization, could also be successfully converted to benzimidazoles in high selectivity. Furthermore, various other alcohols were applied besides methanol, to obtain 2-alkyl- and 1,2-dialkylbenzimidazoles. Preliminary mechanistic insights into the origins of N-alkylation as well as the reactivity of the nitro derivatives are discussed.

4,5,6,7-tetrahydrobenzimidazole derivatives as 5HT3 -antagonists

4,5,6,7-Tetrahydrobenzimidazole derivatives represented by general formula (I) STR1 wherein groups represents the following: R1, R2, R3 : independently represent hydrogen atom, hydroxy group, a halogen atom, a lower alkyl