ChemicalBook Product Catalog Chemical Reagents Organic reagents Imide, amidine N,N'-Dicyclohexyl-4-morpholinecarboxamidine

N,N'-Dicyclohexyl-4-morpholinecarboxamidine

Product NameN,N'-Dicyclohexyl-4-morpholinecarboxamidine
CAS4975-73-9
MFC17H31N3O
MW293.45
EINECS225-622-1
MOL File4975-73-9.mol

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
InChI	1S/C17H31N3O/c1-3-7-15(8-4-1)18-17(20-11-13-21-14-12-20)19-16-9-5-2-6-10-16/h15-16H,1-14H2,(H,18,19)
InChIKey	OZNYZQOTXQSUJM-UHFFFAOYSA-N
SMILES	C1CCC(CC1)N\C(=N\C2CCCCC2)N3CCOCC3
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
Storage Class	11 - Combustible Solids
Hazard Classifications	Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

MSDS

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

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

110-91-8

538-75-0

N,N'-Dicyclohexyl-4-morpholinecarboxamidine

4975-73-9

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

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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