Solid-phase reactions of aromatic amines with carboxylic acids under conditions of shear deformation and high pressure
Organic Chemistry
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Abstract
Solid mixtures of carboxylic acids and aromatic amines react under shear deformation at high pressure (to 8 GPa) for form amides, in the case of ortho-phenylenediamine-substituted benzimidazoles are formed. Under these conditions the conversion rates are hundreds of thousands of times higher than when the same processes are carried out in liquid phase. The cyclization reaction is accelerated to a lesser degree than the reaction of formation of the corresponding amide. The increase of the length of the carboxylic acid radical prevents the cyclization reaction.
Keywords
shear deformation high pressure aromatic amines carboxylic acids amide benzimidazole amidization cyclizationPreview
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© Plenum Publishing Corporation 1993