27566-66-1

Basic information

• Product Name: methyl(2-phenylethyl)cyanamide
• CAS NO: 27566-66-1
• Molecular Formula: C₁₀H₁₂N₂
• Molecular Weight: 160.2157
• Mol File: 27566-66-1.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 327.9°C at 760 mmHg
• Flash Point: 143.8°C
• Density: 1.027g/cm³
• Vapor Pressure: 0.000196mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: methyl(2-phenylethyl)cyanamide(CAS DataBase Reference)
• NIST Chemistry Reference: methyl(2-phenylethyl)cyanamide(27566-66-1)
• EPA Substance Registry System: methyl(2-phenylethyl)cyanamide(27566-66-1)

Safety Data

• Hazardous Substances Data: 27566-66-1(Hazardous Substances Data)

Upstream product

• 506-68-3 bromocyane 
• 1126-71-2 N,N-dimethylphenethylamine 
• 589-08-2 N-Methyl-N-phenethylamine 
• 557-21-1 zinc(II) cyanide 
• 7677-24-9 trimethylsilyl cyanide 
• 100-46-9 benzylamine 
• 622-77-5 N-benzylcyanamide 
• 74-88-4 methyl iodide 
• 103-63-9 1-phenyl-2-bromoethane 
• 60-29-7 diethyl ether 

Downstream Products

• 73355-67-6 N-methyl-N-phenethyl-urea 
• 589-08-2 N-Methyl-N-phenethylamine 
• 54207-54-4 C₁₀H₁₅N₃O 
• 54207-31-7 C₁₂H₁₈N₄O₂ 
• 1185906-25-5 1-methyl-1-phenethylselenourea 
• 1415399-44-8 3-(2-chloro-5-(methylthio)phenyl)-1-methyl-1-phenethylguanidine 

Relevant articles and documents

Synthesis method of cyanamide

The invention relates to the field of synthesis of chemical products, in particular to a synthesis method of a cyanamide compound. According to the method, cyanamide is efficiently synthesized under the conditions of air and room temperature by starting from easily available secondary amine compounds, taking cheap and green TMSCN as a cyanide source and adopting green and pollution-free current as a reaction driving agent. Compared with a conventional cyanamide synthesis method, the method disclosed by the invention has the obvious advantages of cheap and easily available reaction raw materials, minimum environmental pollution caused by current, good tolerance to various functional groups on aromatic rings and alicyclic rings, high yield and the like. The method disclosed by the invention can be widely applied to synthesis in the fields of medicines, materials, natural products and the like in industrial and academic circles.

Synthesis of Cyanamides via a One-Pot Oxidation-Cyanation of Primary and Secondary Amines

An operationally simple oxidation-cyanation method for the synthesis of cyanamides is described. The procedure utilizes inexpensive and commercially available N-chlorosuccinimide and Zn(CN)2 as reagents to avoid direct handling of toxic cyanogen halides. It is demonstrated to be amenable for the cyanation of a variety of primary and secondary amines and aniline derivatives as well as a complex synthetic intermediate en route to verubecestat (MK-8931). Additionally, kinetic measurements and other control experiments are reported to shed light onto the mechanism of this cyanation reaction.

N-Cyanation of Secondary Amines Using Trichloroacetonitrile

A one-pot N-cyanation of secondary amines has been developed using trichloroacetonitrile as an inexpensive cyano source. A diverse range of cyclic and acyclic secondary amines can be readily transformed into the corresponding cyanamides in good isolated yields, with the method successfully utilized in the final synthetic step of a biologically active rolipram-derived cyanamide. This approach exhibits distinct selectivity when compared to the use of highly toxic cyanogen bromide.