Reactions of Dimethyl Carbonate with Aliphatic Amines Under High Pressure

Abstract

A facile synthesis of methyl carbamates from primary amines and dimethyl carbonate has been achieved at room temperature using high pressure. High-pressure synthesis of methyl carbamates described herein provides access to the target molecules in an efficient and environmentally friendly way without solvent or catalyst. Better conversion and selectivity than previously published procedures were obtained.

Keywords:

• Carbomethylation
• dimethyl carbonate
• green chemistry
• high-pressure reaction

ACKNOWLEDGMENT

The authors acknowledge the Croatian Ministry of Science, Education, and Sport for financial support (Grants 098-0982933-2920 and 098-0982933-3218).

Notes

^a Room temperature, DMC/bis-amine ratio 10:1 (5:1 for each amino group).

^b Yields estimated by ¹H NMR spectroscopy.

^cMonocarbonylated product 10.

^d Reaction was conducted at 50 °C.

^e Monocarbonylated product 13.