Chinese Journal of Catalysis ›› 2012, Vol. 33 ›› Issue (3): 438-446.DOI: 10.1016/S1872-2067(11)60338-0

• Research papers • Previous Articles     Next Articles

Synthesis of 2-Substituted Benzimidazoles and 1,5-Disubstituted Benzodiazepines on Alumina and Zirconia Catalysts

M. REKHA1, A. HAMZA1, B. R. VENUGOPAL2, N. NAGARAJU1,*   

  1. 1Catalysis Research Laboratory, St. Joseph’s College and Research Centre, 39 Lalbagh Road, Shanthinagar, Bangalore 560 027, India; 2Laboratory of Chemistry and Electrochemistry of Surfaces, Facultés Universitaires Notre-Dame de la Paix, Rue de Bruxelles, 61, B-5000, Namur, Belgium
  • Received:2011-09-22 Revised:2011-11-07 Online:2012-03-15 Published:2015-07-27

Abstract: In this study, alumina, zirconia, manganese oxide/alumina, and manganese oxide/zirconia have been investigated for their catalytic activity in the condensation reaction between o-phenylenediamine and an aldehyde or a ketone to synthesise 2-substituted benzimidazoles and 1,5-disubstituted benzodiazepines respectively. Surface area, surface acidity, and morphology of the catalysts have been analysed and correlated with their catalytic activity. The isolated yields of 2-substituted benzimidazoles and 1,5-disubstituted benzodiazepines are in the range of 30% to 95%. A good correlation between the amount of surface acid sites as well as the surface morphology of the catalysts and the catalytic activity has been observed. This method has been found to be simple and economical. The solid supports could be regenerated and reused without much loss in their activity. Further, the solid supports have been also found to be effective as general catalysts in the condensation of o-phenylenediamine with other substituted aldehydes and ketones.

Key words: 2-substituted benzimidazoles, 1,5-disubstituted benzodiazepines, manganese oxide, alumina, zirconia