5465-29-2Relevant academic research and scientific papers
Ag-TiO2/clay composite photocatalyst for the oxidation-cyclization of 1,2-diamine compounds with propylene glycol or alcohols
Selvam, Kaliyamoorthy,Annadhasan, Mari,Velmurugan, Rengasamy,Swaminathan, Meenakshisundaram
experimental part, p. 831 - 837 (2010/09/06)
Silver-loaded TiO2 (Ag-TiO2) and acidic clay (K10 montmorillonite) composite photocatalyst has been successfully applied for the light-induced conversion of o-phenylenediamine (OPD) and its derivatives to substituted benzimidazoles with various alcohols in acetonitrile using UV-A and solar light. The influence of the various photocatalysts, solvents, and substituents on the yield and selectivity of the products has been investigated. The mechanism of photocatalysis is proposed. Loading silver on TiO2 enhances product yield and selectivity both in UV and solar light. In the presence of primary alcohols, 2-aminothiophenol forms only disulfide and hence Ag-TiO2/ clay can be used as a green catalyst for the synthesis of disulfides.
Copper-catalyzed synthesis of benzimidazoles via cascade reactions of o-haloacetanilide derivatives with amidine hydrochlorides
Yang, Daoshan,Fu, Hua,Hu, Liming,Jiang, Yuyang,Zhao, Yufen
, p. 7841 - 7844 (2008/12/22)
(Chemical Equation Presented) We have developed an efficient method for the synthesis of benzimidazoles via cascade reactions of o-haloacetoanilide derivatives with amidine hydrochlorides. The protocol uses 10 mol % CuBr as the catalyst, CS2CO
Conversion of sterically hindered diacylated 1,2-phenylenediamines into 2-substituted benzimidazoles
Charton, Julie,Girault-Mizzi, Sophie,Sergheraert, Christian
, p. 492 - 497 (2007/10/03)
A series of bulky 2-substituted benzimidazoles was designed in order to find new leads for several biological targets. Formation by cyclodehydration from their monoacylated counterparts was shown to be strongly dependent upon the nature of the acyl group. In the case of a dicyclohexylmethyl group, cycllzation was only observed in a p-toluenesulfonic acid/toluene mixture from the symmetrical diacylated precursor. Analysis of the mechanism was begun starting from mixed diacylated derivatives.
ABNORMAL DIRECTION IN THE REACTION OF ALKYL β,β-DICHLOROVINYL KETONES WITH o-PHENYLENDIAMINE
Levkovskaya, G.G.,Mirskova, A.N.,Kalikhman, I.D.,Voronkov, M.G.
, p. 575 - 579 (2007/10/02)
The reaction of methyl and propyl β,β-dichlorovinyl ketones with o-phenylendiamine leads to 2-methylbenzimidazole and to a mixture of 2-methyl and 2-propylbenzimidazoles respectively.Chloromethyl and phenyl β,β-dichlorovinylketones react with o-phenylenediamine to form 2-(3-chloro-2-oxopropyl) and 2-(2-phenyl-2-oxoethyl)benzimidazole respectively.The synthesized benzimidazoles form hydrochlorides and are nitrated in the aromatic ring.2-(3-Chloro-2-oxopropyl)benzimidazole 2,4-dinitrophenylhydrazone was obtained.
