The reactivity of industrially relevant amines, 4,4′-methylenedianiline (MDA) and 2,4-diaminotoluene (TDA), towards methylphenylcarbonate (MPC), in the presence of Ph2P(O)OH, has been investigated. Both MDA and TDA are catalytically and selectively converted into mono- and di-methylcarbamate esters. Under the relatively mild working conditions used, the formation of ureas and/or N-methyl derivatives is totally repressed. The full spectroscopic characterization of the compounds formed upon interaction of amines with Ph2P(O)OH is also reported. The methodology here described also holds for other mono- and di-amines, both aliphatic and aromatic.

SELECTIVE CARBOMETHOXYLATION OF AROMATIC DIAMINES WITH MIXED CARBONIC DIESTERS IN THE PRESENCE OF PHOSPHOROUS ACIDS

DIBENEDETTO, Angela;QUARANTA, Eugenio
1999

Abstract

The reactivity of industrially relevant amines, 4,4′-methylenedianiline (MDA) and 2,4-diaminotoluene (TDA), towards methylphenylcarbonate (MPC), in the presence of Ph2P(O)OH, has been investigated. Both MDA and TDA are catalytically and selectively converted into mono- and di-methylcarbamate esters. Under the relatively mild working conditions used, the formation of ureas and/or N-methyl derivatives is totally repressed. The full spectroscopic characterization of the compounds formed upon interaction of amines with Ph2P(O)OH is also reported. The methodology here described also holds for other mono- and di-amines, both aliphatic and aromatic.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11586/132837
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