Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst

doi:10.1016/S1872-2067(11)60421-X

Abstract

Abstract: A simple and efficient procedure for the preparation of silica-bound N-propyl triethylenetetramine sulfamic acid (SBPTETSA) by the reaction of silica-bound N-propyl triethylenetetramine (SBPTET) with chlorosulfonic acid in chloroform is described. Silica-bound N-propyl triethylenetetramine sulfamic acid was employed as a recyclable catalyst for the synthesis of 2-amino-4,6-diarylnicotinonitriles from the multi-component reaction of an acetophenone derivative, an aromatic aldehyde, malononitrile, and ammonium acetate under solvent-free conditions at 100 °C. The heterogeneous catalyst was recycled for five consecutive runs in the optimized multi-component reaction of 4-chloroacetophenone, 4-chloroenzaldehyde, malononitrile, and ammonium acetate without significant loses to its catalytic activity.

Key words: silica-bonded N-propyl triethylenetetramine sulfamic acid, 2-amino-4,6-diarylnicotinonitrile, pyridine, aldehyde, solvent-free

Khodabakhsh NIKNAM, Abbas JAMALI, Marzieh TAJADDOD, Abdollah DERIS. Synthesis of 2-Amino-4,6-diarylnicotinonitriles Using Silica-Bound N-Propyl Triethylenetetramine Sulfamic Acid as a Recyclable Solid Acid Catalyst[J]. Chinese Journal of Catalysis, 2012, 33(8): 1312-1317.

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URL: https://www.cjcatal.com/EN/10.1016/S1872-2067(11)60421-X

https://www.cjcatal.com/EN/Y2012/V33/I8/1312

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