113698-36-5

Basic information

• Product Name: BENAZOLINE
• Synonyms: BENAZOLINE OXALATE;4,5-Dihydro-2-(2-naphthalenyl)-1H-imidazole oxalate salt
• CAS NO: 113698-36-5
• Molecular Formula: C₁₃H₁₂N₂
• Molecular Weight: 286.28
• Mol File: 113698-36-5.mol
• Article Data: 9

Chemical Properties

• Appearance: /solid
• Solubility: H2O: ≤8 mg/mL
• CAS DataBase Reference: BENAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: BENAZOLINE(113698-36-5)
• EPA Substance Registry System: BENAZOLINE(113698-36-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 113698-36-5(Hazardous Substances Data)

Upstream product

• 120-93-4 imidazolidone 
• 93-09-4 naphthalene-2-carboxylate 
• 613-46-7 2-naphthalenecarbonitrile 
• 14034-59-4 ethylene diamine mono-p-toluenesulfonic acid salt 
• 119072-55-8 tert-butylisonitrile 
• 612-55-5 2-iodonaphthalene 
• 107-15-3 ethylenediamine 
• 66-99-9 β-naphthaldehyde 
• 52011-55-9 naphthalene-2-carboxamidic acid methyl ester hydrochloride 
• 109660-11-9 4,4-dimethyl-2-(naphthalen-2-yl)-4,5-dihydrooxazole 
• 113698-33-2 Methyl-2-naphthimidat 
• 6967-89-1 naphthalene-2-carbothioamide 
• 6780-13-8 1,2-ethanediamine monohydrate 

Downstream Products

• 34968-76-8 5-(4-chloro-phenyl)-2,5-dihydro-3H-benzo[f]imidazo[2,1-a]isoindol-5-ol 

Relevant articles and documents

Ruthenium(II) carbonyl complexes containing pyridoxal thiosemicarbazone and trans-bis(triphenylphosphine/arsine): Synthesis, structure and their recyclable catalysis of nitriles to amides and synthesis of imidazolines

Pyridoxal N(4)-substituted thisemicarbazone hydrochloride ligands (L1-3) were synthesized and reacted with the ruthenium(II) starting complexes [RuHCl(CO)(EPh3)3] (EP or As). The resulting complexes [Ru(CO)(L1-3)(EPh3)2] (1-6) were characterized by elemental analyses and spectroscopic techniques. The molecular structure of complex 5 was identified by means of single crystal X-ray diffraction analysis. The catalytic activity of the new complexes was evaluated for the selective hydration of nitriles to primary amides and also the condensation of nitriles with ethylenediamine under solvent free conditions. The processes were operative with aromatic, heteroaromatic and aliphatic nitriles, and tolerated several substitutional groups. The studies on the effect of substitution over thiosemicarbazone, reaction time, temperature, solvent and catalyst loading were carried out in order to find the best catalyst in this series of complexes and favourable reaction conditions. A probable mechanism for both the catalytic reactions of nitrile has also been proposed. The catalyst was recovered and recycled in the hydration of nitriles for five times without any significant loss of its activity.

New one-step synthesis of 2-aryl-1H-imidazoles: Dehydrogenation of 2-aryl-δ2-imidazolines with dimethylsulfoxide

A new one-step method for the preparation of 2-aryl-1Himidazoles 3, based on the DMSO dehydrogenation of 2-aryl-Δ2-imidazolines, is described. A comparative study between DMSO and 10% Pd/C, the best known catalyst employed in this transformation, has also been developed. Both protocols were carried out at 120 °C for 48 hours.

Radiosynthesis of a 2-substituted 4,5-dihydro-1H-[2-11C] imidazole: The I2 imidazoline receptor ligand [11C] benazoline

Benazoline (2-naphthalen-2-yl-4,5-dihydro-1H-imidazole) is a selective high-affinity ligand for the imidazoline 12 receptor. This compound was labelled with carbon-11 (T1/2 = 20.4 min) at the number two carbon atom of its 2-imidazoline ring. Cyclotron-produced [11C]carbon dioxide reacted with 2-naphthylmagnesium bromide to give 2-[carboxyl- 11C] naphthoic acid in 60% radiochemical yield. The latter was heated with a mixture of ethylenediamine and its dihydrochloride at 300°C to give [11C]benazoline in 16% overall yield, relative to [ 11C]carbon dioxide and with a specific radioactivity of 54GBq/ μmol, decay corrected for end of irradiation. The procedure requires about 45 min from end of cyclotron irradiation. This method should be extendable to other imidazolines. Copyright