4663-83-6

Usage

Uses

Used in Pharmaceutical Industry:
Buramate is used as an anticonvulsant and antipsychotic agent for the treatment of epilepsy and mental disorders, respectively.
Used in Chemical Synthesis:
Buramate is used as a precursor for the synthesis of more complex compounds with antibacterial activity, as well as for the development of new antimalarial compounds.

Originator

Buramate,Chauny and Cirey

Manufacturing Process

Into a vessel provided with efficient stirring means there are gradually introduced, while maintaining the temperature at 40°C, 535.0 g of benzylamine and 440.0 g of cyclic carbonate of glycol. The mass obtained is maintained at a temperature 40-50°C for about 12 h. Upon cooling, there is obtained a glycol benzylcarbamate as a white crystalline, melting point at 40°C, yield 92%.

InChI:InChI=1/C10H13NO3/c12-6-7-14-10(13)11-8-9-4-2-1-3-5-9/h1-5,12H,6-8H2,(H,11,13)

Upstream product

• 96-49-1 [1,3]-dioxolan-2-one 
• 100-46-9 benzylamine 

Downstream Products

• 1792-17-2 N,N'-di-n-butylurea 
• 14117-22-7 N-benzyl-N′-butylurea 
• 1466-67-7 1,3-dibenzylurea 
• 15438-70-7 N,N'-bis(2-hydroxyethyl)urea 
• 57501-19-6 N-(2-hydroxyethyl)-N'-benzylurea 
• 25855-24-7 N-benzyl-N'-cyclohexylurea 
• 2387-23-7 1,3-Dicyclohexylurea 
• 412308-23-7 2-chloroethyl N-benzylcarbamate 

Relevant academic research and scientific papers

Synthesis of 1,3-disubstituted symmetrical/unsymmetrical ureas via Cs2CO3-catalyzed transamination of ethylene carbonate and primary amines

Cs2CO3-catalyzed transamination of primary amines and ethylene carbonate proceeds to form 1,3-disubstituted symmetrical/unsymmetrical ureas in excellent yields. The effect of different reaction parameters such as influences of bases, temperature, and reaction time were investigated for the title reaction.

Synthesis of β-amino alcohols from aromatic amines and alkylene carbonates using Na-Y zeolite catalyst

A simple, efficient, and environmentally benign methodology for the synthesis of β-amino alcohols from aromatic amines and alkylene carbonates in the presence of the highly active and reusable solid base catalyst Na-Y zeolite is demonstrated. Georg Thieme Verlag Stuttgart.

BEHAVIOR OF HYDROXYURETHANES (β-HYDROXYETHYL CARBAMATES)

The transesterification of β-hydroxyethyl carbamates, accompanied by elimination of ethylene glycol from each pair of interacting molecules, was studied.The factor which determines the behavior of these compounds is the formation of an intramolecular hydrogen bond between the hydroxyl and the carbonyl of the urethane group.The existence of cyclic forms formed through the hydrogen bond in β-hydroxyethyl carbamates was demonstrated by IR and NMR spectroscopy and was confirmed by quantum-chemical calculations.