An improved procedure for the synthesis
Received: 4 February 2010 / Accepted: 21 May 2010 / Published online: 17 August 2010
Ó Springer Science+Business Media B.V. 2010
Abstract 2-Morpholinoethanamine is prepared rapidly mainly in aqueous condi-
tions from inexpensive and commercially accessible starting materials. The process
development of an effective synthetic route by utilizing morpholine as the starting
material via Michael addition, hydrazinolysis, and Curtius rearrangements was
undertaken. The optimal conditions were selected in the experiments. The total
yield was 81.8% and it was a convenient process.
Keywords 2-Morpholinoethanamine Á Michael addition Á Hydrazinolysis Á
2-Morpholinoethanamine is the key intermediate of moclobemide, which is a selective
monoamine oxidase A inhibitor for the treatment of depressive illness [1, 2].
In addition, a number of compounds containing 2-morpholinoethanamine as a side
group have shown a broad spectrum of biological activities, such as anti-
gastroesophageal reﬂux disease and anti-irritable bowel syndrome , anti-inﬂam-
matory , and anticancer . In our continuing interest for studying N-substituted
ethylenediamine compounds , we were interested in this building block 1.
R. Yao Á S. Wu Á L. Jiang Á S. Deng
Department of Pharmaceutical Engineering, Hefei University of Technology, Hefei 230009, China
R. Yao (&)
Engineering Research Center of Bioprocess, Ministry of Education,
Hefei University of Technology, Hefei 230009, China
Ansheng Biochemical Sci & Tech Co. Ltd., Hefei 230009, China
Res Chem Intermed (2010) 36:523–528