2645-37-6

Basic information

• Product Name: N-(4-methoxyphenyl)piperidine-1-carboxamide
• Synonyms: 1-piperidinecarboxamide, N-(4-methoxyphenyl)-; N-(4-Methoxyphenyl)piperidine-1-carboxamide
• CAS NO: 2645-37-6
• Molecular Formula: C₁₃H₁₈N₂O₂
• Molecular Weight: 234.2942
• Mol File: 2645-37-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 434.2°C at 760 mmHg
• Flash Point: 216.4°C
• Density: 1.17g/cm³
• Vapor Pressure: 9.63E-08mmHg at 25°C
• Refractive Index: 1.584
• CAS DataBase Reference: N-(4-methoxyphenyl)piperidine-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-methoxyphenyl)piperidine-1-carboxamide(2645-37-6)
• EPA Substance Registry System: N-(4-methoxyphenyl)piperidine-1-carboxamide(2645-37-6)

Safety Data

• Hazardous Substances Data: 2645-37-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 2525, 1988 DOI: 10.1016/S0040-4039(00)86102-X

Upstream product

• 110-89-4 piperidine 
• 7451-55-0 ethyl 4-methoxyphenylcarbamate 
• 20950-96-3 (4-methoxyphenyl)carbamic acid phenyl ester 
• 104-94-9 4-methoxy-aniline 
• 10349-38-9 p-methoxyphenylisonitrile 
• 5416-93-3 4-Methoxyphenyl isocyanate 

Downstream Products

• 14803-72-6 methyl N-(4-methoxyphenyl)carbamate 
• 1227-44-7 N,N'-bis(4-methoxyphenyl)urea 

Relevant articles and documents

Synthesis of 11C-labelled ureas by palladium(II)-mediated oxidative carbonylation

Positron emission tomography is an imaging technique with applications in clinical settings as well as in basic research for the study of biological processes. A PET tracer, a biologically active molecule where a positron-emitting radioisotope such as carbon-11 has been incorporated, is used for the studies. Development of robust methods for incorporation of the radioisotope is therefore of the utmost importance. The urea functional group is present in many biologically active compounds and is thus an attractive target for incorporation of carbon-11 in the form of [11C]carbon monoxide. Starting with amines and [11C]carbon monoxide, both symmetrical and unsymmetrical 11C-labelled ureas were synthesised via a palladium(II)-mediated oxidative carbonylation and obtained in decay-corrected radiochemical yields up to 65%. The added advantage of using [11C]carbon monoxide was shown by the molar activity obtained for an inhibitor of soluble epoxide hydrolase (247 GBq/μmol-319 GBq/μ mol). DFT calculations were found to support a reaction mechanism proceeding through an 11C-labelled isocyanate intermediate.

A practical synthesis of ureas from phenyl carbamates

Using DMSO as solvent, a mild and efficient procedure for the synthesis of unsymmetrical N,N'-disubstituted ureas from phenyl carbamates is described. The carbamates are treated with a stoichiometric amount of amine at ambient temperature, generating the