FIG. 4: GENERAL STRUCTURE OF BENZIMIDAZOLE DERIVATIVE

T1 - Electrochemical synthesis of benzimidazole derivative using carbon electrode in aqueous medium

KW - benzimidazole-substituted boronic acids

However, there are no reports of the use of ammonium salts as catalysts for the synthesis of benzimidazoles. In continuation, on the synthesis of heterocycles 13, 14 and on the development of synthetic methodologies 15, 17, we herein report a facile method for the synthesis of benzimidazoles by the reaction between amines derivatives and o-phenylenediamine in dimethyl formamide (DMF) as solvent in the presence of iodine as a catalyst, in very good yields.

Also available following 2-Mercapto Benzimidazole derivatives

Further analysis of the docking results (5-7, Table ) showed that the substituted phenyl ring at R3 was tightly bound deep in the cavity. Hydrogen bonding between the C-2 hydrogen of pyrimidine and the backbone carbonyl of Asp 133 was also evident. The R4 substituent extended into solvent, suggesting a higher tolerance for modification at this site. Various substitutions were intoduced at R4 to increase the solubility and cell permeability (8-13, Table ). It was found that a 4-pyridyl group at R4 increased the cell permeability (8, 9, and 12), and that a benzimidazole moiety at R3, in addition to 4-pyridyl, further enhanced cell permeability (12, Table ). In another study by the same group, the S- conformation of hydrazine and ring planarity of 3-methoxypheny and pyrazolopyrimidine were shown to enhance the inhibitory potency of this group of inhibitors.[] The authors reported that the pyrazolopyrimidines are ATP-competitive inhibitors of GSK-3β.

Substituted benzimidazole derivatives have found commercial application in veterinarian medicine as anthelmintic agents and in diverse human therapeutic areas such as treatment of ulcers and antihistaminic 5. Similarly, the general synthesis of benzimidazoles is by the condensation reaction of 1, 2-phenylenediamine with carboxaldehydes, carboxylic acids 6, 7, or their derivatives 8, 9 such as, chlorides, nitriles, and orthoesters, under strong acidic conditions, with high temperatures. Benzimidazoles have also been prepared on a solid phase to prove a combinatorial approach 8, 9. The most popular strategies for their synthesis utilize N-alkylation of an unsubstituted benzimidazole 11. Ammonium salts are inexpensive, commercially available reagents for few organic transformation reactions such as halogenation of aromatic compounds and synthesis of 3, 4-dihydropyrimidine-2(1H)-ones 12.


Imidazole and Benzimidazole Synthesis.

N2 - A highly efficient protocol for the synthesis of benzimidazole-substituted arylboronic acids was developed via aerobic oxidative cyclization of 1,2-aryldiamines and formyl-substituted aryl MIDA (N-methyliminodiacetic acid) boronates using potassium iodide as a nucleophilic catalyst. Furthermore, a one-pot protocol for the synthesis of benzimidazole-substituted arylboronic acids from 1,2-phenylenediamines and formyl-substituted arylboronic acids was developed without the isolation of any intermediates. The resulting boronic acids were further subjected to Suzuki-Miyaura coupling reactions without isolation, leading to diaryl-substituted benzimidazoles with only one separation step.

Benzimidazole for synthesis | VWR

From the present study, it can be concluded that the benzimidazole derivatives can potentially be developed into useful anti-anxiety agents, which can prompt future researchers to synthesize a series of benzimidazole derivatives containing a wide variety of substituent’s, with the aim of producing a novel heterocyclic system, with enhanced activity.

Benzimidazole Synthesis via Enhanced in ..

AB - A highly efficient protocol for the synthesis of benzimidazole-substituted arylboronic acids was developed via aerobic oxidative cyclization of 1,2-aryldiamines and formyl-substituted aryl MIDA (N-methyliminodiacetic acid) boronates using potassium iodide as a nucleophilic catalyst. Furthermore, a one-pot protocol for the synthesis of benzimidazole-substituted arylboronic acids from 1,2-phenylenediamines and formyl-substituted arylboronic acids was developed without the isolation of any intermediates. The resulting boronic acids were further subjected to Suzuki-Miyaura coupling reactions without isolation, leading to diaryl-substituted benzimidazoles with only one separation step.

Synthesis of Benzimidazole-Substituted Arylboronic …

ABSTRACT:The synthesis of benzimidazoles derivative involves subsequent synthesis of 4-(2-chloro-ethoxy)-benzaldehyde, 4 methyl benzaldehyde followed by benzimidazoles derivative by reaction between amines derivatives and o-phenylenediamine in dimethyl farmamide (DMF) as solvent in the presence of iodine as a catalyst. Iodine is a commercial and environmentally benign catalyst. The yield of all benzimidazole derivatives was found to be in the range of 75 – 94%. The purity of the compounds was ascertained by melting point and TLC. The synthesized compounds were characterized by using IR,1H NMR, and MASS spectral data together with elemental analysis. The synthesized benzimidazole compounds were screened for analgesic and anticonvulsant activity in albino rat (100-200gm) by using Writhing test and maximal electroshock (MES). Out of all compound studied only PS-3, PS-4, PS-5 and PS-6 showed significant analgesic activities and response against MES test.