Preparation
N,N'-Dicyclohexyl-4-morpholinecarboxamidine is easily prepared by refluxing morpholine and 1,3-Dicyclohexylcarbodiimide.
Synthesis
GENERAL PROCEDURE: Morpholine (0.0128 g, 0.0075 mmol), N,N'-dicyclohexylcarbodiimide (0.189 g, 1.5 mmol), and aniline (0.140 g, 1.5 mmol) were added to a dry 10 mL Schlenk tube under argon protection. The reaction mixture was stirred at 25°C for 30 min. After completion of the reaction, the mixture was extracted with ether and a clarified solution was obtained by filtration. The solvent was evaporated under reduced pressure and the residue was recrystallized by ether to afford the white solid product N,N'-dicyclohexyl-4-morpholinecarboxamidine in >99% yield.
References
[1] Journal of Organic Chemistry, 2008, vol. 73, # 22, p. 8966 - 8972
[2] Tetrahedron, 2011, vol. 67, # 45, p. 8790 - 8799
[3] Tetrahedron, 2012, vol. 68, # 29, p. 5730 - 5737
[4] Tetrahedron Letters, 2012, vol. 53, # 38, p. 5156 - 5158
[5] Journal of Organometallic Chemistry, 2014, vol. 769, p. 112 - 118
