Tetrahedron

Reaction of aromatic diamines with diphenylcarbonate catalyzed by phosphorous acids: a new clean synthetic route to mono-and dicarbamates

M Aresta, A Dibenedetto, E Quaranta

Index: Aresta, Michele; Dibenedetto, Angela; Quaranta, Eugenio Tetrahedron, 1998 , vol. 54, # 46 p. 14145 - 14156

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Citation Number: 39

Abstract

In the presence of organophosphorus acids [Ph2P (O) OH,(PhO) 2P (O) OH,(BuO) 2P (O) OH,(BuO) P (O)(OH) 2], aromatic diamines, such as 4, 4′-methylendianiline (MDA) or 2, 4- diaminotoluene (TDA), react with diphenylcarbonate (DPC) to afford in a very selective way mono-and dicarbamate phenyl esters. The carbamation process is strongly influenced by the temperature and solvent. The influence of both these factors on carbamate yield and ...