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

ARESTA, M.; DIBENEDETTO, Angela; QUARANTA, Eugenio

doi:10.1039/a904624k

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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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Titolo:	SELECTIVE CARBOMETHOXYLATION OF AROMATIC DIAMINES WITH MIXED CARBONIC DIESTERS IN THE PRESENCE OF PHOSPHOROUS ACIDS
Autori:	ARESTA M. DIBENEDETTO, Angela QUARANTA, Eugenio mostra contributor esterni nascondi contributor esterni
Data di pubblicazione:	1999
Rivista:	GREEN CHEMISTRY
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.
Handle:	http://hdl.handle.net/11586/132837
Appare nelle tipologie:	1.1 Articolo in rivista

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