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
1999-01-01
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
