N,N′-Dicyclohexyl-4-morpholinecarboxamidine

White powder

General procedure: A 10 mL Schlenk tube was charged with III (0.0128 g, 0.0075 mmol), N, N'-diisopropylcarbodiimide (0.189 g, 1.5 mmol), and aniline (0.140 g, 1.5 mmol) under dried argon. The resulting mixture was stirred at 25 °C for 30 min. The reaction mixture was extracted with ether and filtered to give a clean solution. After removing the solvent under vacuum, the residue was recrystallized in ether to provide a white solid 1 in >99percent yield.General procedure: A mixture of amine (1 mmol), carbodiimide (1.1 mmol) and nanocrystalline ZnO (20 mol percent, 0.016 g) was stirred in toluene (1 mL) at 80 °C for 8 h (for aromatic and aliphatic primary amines) or at 110 °C for 10 h (for secondary amines). The progress of the reaction was monitored by TLC analysis. At the end of the reaction, the reaction mixture was allowed to cool to room temperature, centrifuged and filtered the supernatant through a sintered funnel. The catalyst was then washed with ethyl acetate, centrifuged and filtered. The combined filtrate was concentrated under reduced pressure, and further purified by column chromatography on neutral alumina using ethyl acetate/hexane as the eluent to afford the desired product in good yields.General procedure: A Schlenk tube under nitrogen was charged with Fe(OAc)General procedure: A 30 mL Schlenk tube under inert atmosphere (N2-glovebox) was charged with the catalyst IGeneral procedure: A 10 mL Schlenk tube was charged with III (0.0128 g, 0.0075 mmol), N, N'-diisopropylcarbodiimide (0.189 g, 1.5 mmol), and aniline (0.140 g, 1.5 mmol) under dried argon. The resulting mixture was stirred at 25 °C for 30 min. The reaction mixture was extracted with ether and filtered to give a clean solution. After removing the solvent under vacuum, the residue was recrystallized in ether to provide a white solid 1 in >99percent yield.General procedure: A mixture of amine (1 mmol), carbodiimide (1.1 mmol) and nanocrystalline ZnO (20 mol percent, 0.016 g) was stirred in toluene (1 mL) at 80 °C for 8 h (for aromatic and aliphatic primary amines) or at 110 °C for 10 h (for secondary amines). The progress of the reaction was monitored by TLC analysis. At the end of the reaction, the reaction mixture was allowed to cool to room temperature, centrifuged and filtered the supernatant through a sintered funnel. The catalyst was then washed with ethyl acetate, centrifuged and filtered. The combined filtrate was concentrated under reduced pressure, and further purified by column chromatography on neutral alumina using ethyl acetate/hexane as the eluent to afford the desired product in good yields.General procedure: A Schlenk tube under nitrogen was charged with Fe(OAc)General procedure: A 30 mL Schlenk tube under inert atmosphere (N2-glovebox) was charged with the catalyst I

Molecular Weight:293.4
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:4
Exact Mass:293.246712621
Monoisotopic Mass:293.246712621
Topological Polar Surface Area:36.9
Heavy Atom Count:21
Complexity:327
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes