15580-20-8

Basic information

• Product Name: 1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide
• Synonyms: 1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide;1-Cyclohexyl-3-(2-morpholinoethyl)carbodiimide;N'-cyclohexyl-N-(2-morpholin-4-ylethyl)methanediimine;Cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide;N-Cyclohexyl-N'-beta-morpholinoethylcarbodiimide;NSC 163986;N-cyclohexyl-N'-(2-(4-morpholinyl)ethyl)carbodiimide;4-Morpholineethanamine,N-(cyclohexylcarbonimidoyl)-
• CAS NO: 15580-20-8
• Molecular Formula: C₁₃H₂₃N₃O
• Molecular Weight: 237.34
• Mol File: 15580-20-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 319.3°Cat760mmHg
• Flash Point: 146.9°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 0.000341mmHg at 25°C
• Refractive Index: 1.563
• PKA: 6.90±0.10(Predicted)
• CAS DataBase Reference: 1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide(15580-20-8)
• EPA Substance Registry System: 1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide(15580-20-8)

Safety Data

• Hazardous Substances Data: 15580-20-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide is used as a reagent for the synthesis of various pharmaceutical compounds. Its ability to form stable complexes with other molecules makes it a valuable tool in the development of new drugs and drug delivery systems.
Used in Chemical Synthesis:
In the field of chemical synthesis, 1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide is used as a coupling agent. It facilitates the formation of amide and peptide bonds, which are crucial in the synthesis of peptides, proteins, and other biomolecules.
Used in Material Science:
1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide can be utilized as a component in the development of novel materials with specific properties. Its unique structure allows it to interact with other molecules, potentially leading to the creation of new polymers, coatings, or adhesives with enhanced characteristics.
Used in Research and Development:
Due to its reactivity and structural features, 1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide is also used in research and development for the exploration of new chemical reactions and the synthesis of complex organic molecules. It can be a valuable tool for scientists working on the design and synthesis of new compounds with potential applications in various fields.

Synthesis Reference(s)

Synthesis, p. 520, 1987 DOI: 10.1055/s-1987-27992

InChI:InChI=1/C13H23N3O/c1-2-4-13(5-3-1)15-12-14-6-7-16-8-10-17-11-9-16/h13H,1-11H2

Upstream product

• 111681-32-4 1-cyclohexyl-3-(2-morpholin-4-yl-ethyl)-urea 
• 3173-53-3 Cyclohexyl isocyanate 
• 2038-03-1 4-(2-AMINOETHYL)MORPHOLINE 
• 29326-79-2 (2-morpholin-4-yl-ethyl)-phosphoramidic acid diethyl ester 
• 21545-54-0 1-Cyclohexyl-3-(2-morpholinoethyl)-2-thiourea 

Downstream Products

• 2491-17-0 N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate 

Relevant articles and documents

Preparation method of 1-cyclohexyl-2-(morpholinoethyl) carbodiimide methyl p-toluenesulfonate

The invention provides a preparation method of 1-cyclohexyl-2-(morpholinoethyl) carbodiimide methyl p-toluenesulfonate, and the method comprises the following steps: S1, adding N-(2-aminoethyl) morpholine into a first organic solvent, and dropwise adding cyclohexyl isocyanate to generate an intermediate 1; S2, carrying out intramolecular dehydration reaction on the intermediate 1 to obtain an intermediate 2; S3, enabling the intermediate 2 to react with methyl p-toluenesulfonate, so as to generate the 1-cyclohexyl-2-(morpholinoethyl) carbodiimide methyl p-toluenesulfonate. According to the preparation method of the 1-cyclohexyl-2-(morpholinoethyl) carbodiimide methyl p-toluenesulfonate disclosed by the embodiment of the invention, a product with high purity can be smoothly obtained, and the method is good in operability, higher and stable in yield and easily available in raw materials.

Preparation of Carbodiimides from Phosphoramidates

ω-Dialkylaminoalkylphosphoramidates are converted to ω-dialkylaminoalkyl(alkyl)carbodiimides in good yield in a two-phase system by reaction with isocyanates.

Preparation of Carbodiimides Using Phase-Transfer Catalysis

A new method is described for the preparation of carbodiimides by dehydration of ureas with arenesulfonyl chlorides under solid-liquid phase-transfer catalytic (PTC) conditions using solid potassium carbonate as a base and a lipophilic quaternary ammonium salt as a catalyst.The method is generally applicable for the synthesis of disubstituted carbodiimides, but is especially useful for unsymmetrically substituted carbodiimides.The basic carbodiimides prepared were identified in the form of the more stable, crystalline quaternary salts.