6135-31-5

Usage

Uses

Used in Agricultural Applications:
METHYL N-ETHYLCARBAMATE is used as a pesticide and herbicide for controlling pests and unwanted plant growth in agricultural settings. Its effectiveness in managing these issues contributes to increased crop yields and protection against damage.
Used in Chemical and Pharmaceutical Production:
METHYL N-ETHYLCARBAMATE serves as an intermediate in the synthesis of other chemicals and pharmaceuticals. Its role in these processes is crucial for the development of various products that have different applications in diverse industries.

InChI:InChI=1/C4H9NO2/c1-3-5-4(6)7-2/h3H2,1-2H3,(H,5,6)

Upstream product

• 671-50-1 methyl aziridine-1-carboxylate 
• 75-04-7 ethylamine 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 

Downstream Products

• 10546-23-3 ethyl-nitroso-carbamic acid methyl ester 
• 82745-50-4 Ethyl-((E)-3-oxo-3-phenyl-propenyl)-carbamic acid methyl ester 
• 109-90-0 ethyl isocyanate 

Relevant academic research and scientific papers

Palladium-Catalyzed Double and Single Carbonylations of β-Amino Alcohols. Selective Synthesis of Morpholine-2,3-diones and Oxazolidin-2-ones and Applications for Synthesis of α-Oxo Carboxylic Acids

Catalytic cross double carbonylation of secondary amines and alcohols proceeds in the presence of [PdCl2(MeCN)2] and CuI under carbon monoxide (80 atm) and oxygen (5 atm). Catalytic intramolecular double carbonylation of β-amino alcohols gives morpholine-2,3-diones, which are excellent protecting compounds of amino alcohols and important precursors for biologically active nitrogen compounds. In contrast, catalytic single carbonylation of β-amino alcohols under a mixture (1 : 1) of carbon monoxide and oxygen (1.0 atm) proceeds to give oxazolidin-2-ones selectively. The reaction can be explained by assuming a mechanism which includes intramolecular nucleophilic attack of the hydroxy group of (hydroxyethyl)aminocarbonyl ligands on the CO ligand of the carbamoylpalladium(II) complexes, followed by reductive elimination to give morpholine-2,3-diones. In contrast, direct nucleophilic attack of the hydroxy group to the carbamoyl group affords oxazolidin-2-ones. As a common intermediate for the double and single carbonylations, carbamoylpalladium(II) complex has been isolated by the reaction of [PdCl2(PMe3)2] with β-amino alcohol under CO. The present double carbonylation of amino alcohols provides a novel and convenient method for synthesis of α-oxo carboxylic acids. Thus, the morpholine-2,3-diones obtained undergo reaction with Grignard reagents chemoselectively at the ester positions to give 2-substituted 2-hydroxymorpholin-3-ones, which undergo acid hydrolysis to give α-oxo carboxylic acids.

REACTION OF ACTIVATED AZIRIDINES WITH AMINES

The reactions of 1-alkoxycarbonylaziridines, 1-(phenylaminocarbonyl)aziridine, and 1-arylsulfonylaziridines with ammonia and amines were investigated.It was shown that the opening of the aziridine ring in a number of cases is accompanied by aminolysis of the alkoxycarbonyl group.The dependence of the ratio of ring opening and aminolysis products on the structure of the amines is discussed.