137654-50-3Relevant articles and documents
Hydrogenation on palladium-containing granulated catalysts 3. Synthesis of aminobenzimidazoles by catalytic hydrogenation of dinitroanilines
Elkin,Tolkacheva,Chernysheva,Karmanova,Konyushkin,Semenov
, p. 1216 - 1226 (2008/09/19)
Efficient hydrogenation of o-aminonitrobenzenes on palladium-containing granulated carbon catalysts in carboxylic acid solutions was accompanied by cyclization into aminobenzimidazoles. A simple hydrogenation reactor with a fixed gauze holding a reusable granulated catalyst was designed. Acylated and sulfonylated 4(7)-aminobenzimidazoles were obtained. In terms of electronic and geometrical parameters, they are close analogs of biologically active imidazo[1,5,4-e,f ][1,5]benzodiazepines.
Heterocyclic Ambident Nucleophiles. V. Alkylation of Benzimidazoles
Howell, John R.,Rasmussen, Malcolm
, p. 1177 - 1191 (2007/10/02)
Alkylation of 5-substituted benzimidazole anions with a variety of primary alkyl halides in both protic and aprotic solvents showed only small regioselectivity, with a slight preference for reaction at N 1 for 5-nitro and N 3 for 5-methoxy systems.With 4-substituted benzimidazole anions, alkylation gave more divergent results with the N 1 to N3 regioselectivity varying between 100 : 0 and 29 : 71.These alkylation patterns are interpreted as deriving from an interplay of electrostatic, thermodynamic, steric and associative control factors within the variable SN2 transition state structures involved.In the 4-substituted series, proximity effects, both electrostatic field and steric non-bonded, are clearly dominant.
Reactivity of 4(7)-aminobenzimidazole as a bidentate nucleophile
Marcos,Pedregal,Avendano
, p. 7459 - 7464 (2007/10/02)
Reactivity of 4(7)-aminobenzimidazole as a bidentate nucleophile has been investigated. 7-H-Imidazo[1,5,4-e,f][1,5]benzodiazepin-4-ones or imidazo [4,5-h]quinoline derivatives are obtained with β-oxoesters or β-diketones respectively.
