91337-47-2Relevant academic research and scientific papers
Copper-catalysed C-H functionalisation gives access to 2-aminobenzimidazoles
Clark, Peter R.,Williams, Glynn D.,Tomkinson, Nicholas C. O.
, p. 7943 - 7955 (2019/09/06)
This paper describes the development, optimisation and exemplification of a copper-catalysed C-H functionalisation to form pharmaceutically relevant 2-aminobenzimidazoles from aryl-guanidines. High throughput screening was used as a tool to identify a catalytically active copper source, DoE was used for reaction optimisation and a range of aryl-guanidines were prepared and exposed to the optimum conditions to afford a range of 2-aminobenzimidazoles in moderate to good yields. The methodology has been applied to the synthesis of Emedastine, a marketed anti-histamine pharmaceutical compound, with the key cyclisation step performed on a gram-scale.
Method for catalytic synthesis of benzimidazole derivative from N,N-dimethylthiocarbamoyl chloride derivative under microwave radiation
-
Paragraph 0025; 0026, (2018/08/04)
The invention discloses a method for catalytic synthesis of benzimidazole derivative under microwave radiation. The method comprises steps as follows: the catalytic quantities of a catalyst cuprous iodide, an aided catalyst sodium hydroxide, o-phenylenediamine, a derivative of o-phenylenediamine and an N,N-dimethylthiocarbamoyl chloride derivative are added to a reaction vessel and taken as raw materials, a pyridine solvent is added, all materials are placed in a microwave reaction instrument and subjected to a reaction at certain temperature and power, after a period of time, reduced-pressureconcentration is performed, and a product is subjected to column chromatography purification. The efficient method which adopts the novel raw materials and is simple and convenient to operate and used for preparing the benzimidazole derivative is provided. Compared with the prior art, the method has the advantages of being simple to operate, high in yield, safe, low in cost and environmentally friendly, reaction speed is obviously higher than that of conventional heating, and reaction conditions are mild.
Method for adopting iron-catalyzed N,N-dimethyl-amino-sulfo-formyl chloride derivative for synthesis of benzimidazole derivatives
-
Paragraph 0022; 0023, (2018/09/08)
The invention discloses a method for adopting an iron-catalyzed N,N-dimethyl-amino-sulfo-formyl chloride derivative for synthesis of benzimidazole derivatives. A catalytic quantity of a ferric trichloride catalyst, a cesium carbonate auxiliary catalyst, o-phenylenediamine and o-phenylenediamine derivatives are added into a reaction container, wherein the N,N-dimethyl-amino-sulfo-formyl chloride derivative is adopted as a raw material and tetrahydrofuran is adopted as a solvent for a reaction at certain temperature, a certain time later, pressure is decreased for concentration, and a product issubjected to column chromatography purification. The method is novel in raw material, convenient to operate and efficient and is used for preparing the benzimidazole derivatives. Compared with the prior art, the method has the advantages of being mild in reaction condition, easy to operate, high in yield, safe, low in cost and environmentally friendly. Specific information is shown in the description.
