34801-08-6

Upstream product

• 99-61-6 3-nitro-benzaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 140429-24-9 N-[chloro(3-nitrophenyl)methyl]pyridinium chloride 

Downstream Products

• 15456-62-9 2-(3-nitrophenyl)-1H-benzimidazole 

Relevant academic research and scientific papers

Metal-free selective synthesis of 2-substituted benzimidazoles catalyzed by Br?nsted acidic ionic liquid: Convenient access to one-pot synthesis of N-alkylated 1,2-disubstituted benzimidazoles

A novel efficient method for the selective synthesis of 2-substituted benzimidazoles is described through condensation reaction of o-phenylenediamines with a wide rang of aliphatic, aromatic and heteroaromatic aldehyde substrates using Br?nsted acidic ionic liquid as a reusable catalyst under metal-free conditions at ambient temperature. Notably, Dodecylimidazolium hydrogen sulfate ([DodecIm][HSO4]) is the most efficient catalyst for good to excellent yields of the corresponding products (up to 98%). Subsequently, this protocol was successfully applied for the preparation of N-alkylated 1,2-disubstituted benzimidazoles in high to excellent yields via sequential one-pot reaction. In addition, catalysts are recycled at least four times without significant loss in activity.

Ni nanoparticles: Mild and efficient catalyst for the chemoselective synthesis of 2-arylbenzimidazoles, 2-arylbenzothiazoles, and azomethines

(Chemical Equation Presented) A new and efficient method has been developed for the synthesis of biologically significant 2-arylbenzimidazoles, 2-arylbenzothiazoles, and azomethines using recyclable and inexpensive polyvinyl pyrrolidone (PVP)-stabilized Ni nanoparticles in ethylene glycol at room temperature in excellent yields. Copyright Taylor & Francis Group, LLC.

Aqueous 1M glucose solution as a novel and fully green reaction medium and catalyst for the oxidant-free synthesis of 2-arylbenzimidazoles

The reaction of various o-phenylenediamines and substituted benzaldehydes was carried out in 1M glucose solution as reaction medium and catalyst under one-pot oxidantfree conditions. The desired products were obtained at 60 °C with good to excellent yields, and the reaction was performed chemoselectively without formation of 1,2-disubstituted benzimidazoles. No need for any extra oxidant, simple workup, and use of carbohydrates as fully green promoters are some advantages of the present work.

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone, a Mild Catalyst for the Formation of Carbon-Nitrogen Bonds

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) catalyzes the preparation of N-tetrahydropyranylbenzazoles, 2-substituted 1,3-diphenylimidazolidines, and N-(arylmethylene)benzene-1,2-diamines.In the latter case, use of one equivalent of DDQ provides a novel one-pot method for the synthesis of 1H-benzimidazoles.

AN EXPEDIENT ROUTE TO 1H-BENZIMIDAZOLES AND 1H-IMIDAZOPYRIDINES

1H-Benzimidazoles, 1H-imidazopyridines, and 1H-imidazopyridines can be synthesized readily by reaction of unisolated N-(1-chloroalkyl)pyridinium chlorides with 1,2-benzenediamines, 2,3-pyridinediamine, and 3,4-pyridinediamine, respectively.

Dehydrogenations using benzofuroxan as oxidant

2-Arylsubstituted benzimidazoles, quinoxalines, in 3,5-position substituted 2,6-dimethylpyridines, and 1,4-bis(alkylamino)-9,10-anthracenediones are easily prepared under mild conditions by means of benzofuroxan as oxidant. Thus, the preparation of 2-arylbenzimidazoles succeeds in acetonitrile at 50°C in yields of 65 to 78%.