N,N'-Dicyclohexyl-4-morpholinecarboxamidine Chemical Properties

Melting point:

105-107 °C(lit.)

Boiling point:

423.2±55.0 °C(Predicted)

Density 

1.18±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

11.85±0.20(Predicted)

color 

White to Almost white

CAS DataBase Reference

4975-73-9(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-24/25

WGK Germany 

3

RTECS 

LQ4566500

HazardClass 

IRRITANT

HS Code 

29349990

MSDS

• Language:English Provider:N,N'-Dicyclohexyl-4-morpholinecarboxamidine
• Language:English Provider:SigmaAldrich

N,N'-Dicyclohexyl-4-morpholinecarboxamidine Usage And Synthesis

Chemical Properties

White powder

Uses

N,N′-Dicyclohexyl-4-morpholinecarboxamidine was used as reagent in the synthesis of alkoxyalkyl analogs of nucleotide phosphonates, cidofovir and cyclic cidofovir.

Application

N,N'-Dicyclohexyl-4-morpholinecarboxamidine is a strong base; it is used as a catalyst for phosphorylation reactions in nucleoside chemistry.

Preparation

N,N'-Dicyclohexyl-4-morpholinecarboxamidine is easily prepared by refluxing morpholine and 1,3-Dicyclohexylcarbodiimide.

General Description

N,N′-Dicyclohexyl-4-morpholinecarboxamidine is kidney-selective ATP-sensitive potassium blocker. It is an an orally effective nonkaliuretic diuretic in rats.

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

N,N'-Dicyclohexyl-4-morpholinecarboxamidine (4975-73-9)Related Product Information

• Moroxydine hydrochloride
• N,N'-DICYCLOHEXYLUREA
• Moroxydine
• Dimethomorph
• Dicyclohexylcarbodiimide
• PNU 37883 hydrochloride
• 4-MORPHOLINECARBOXAMIDINE
• URIDINE 5'-MONOPHOSPHOMORPHOLIDATE 4-MORPHOLINE-N,N'-DICYCLOHEXYLCARBOXAMIDINE SALT
• ADENOSINE 5'-MONOPHOSPHO-MORPHOLIDATE 4-MORPHOLINE-N,N'-DICYCLOHEXYLCARBOXAMIDINE SALT
• GUANOSINE 5'-MONOPHOSPHOMORPHOLIDATE 4-MORPHOLINE-N,N'-DICYCLOHEXYLCARBOXAMIDINE SALT
• N,N'-Dicyclohexyl-4-morpholinecarboxamidine