199604-20-1

Usage

Uses

Used in Pharmaceutical Industry:
Carbamic acid, [(4-chlorophenyl)methylene]-, methyl ester is used as an intermediate in the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of medicine and healthcare.
Used in Agrochemical Industry:
In the agrochemical industry, Carbamic acid, [(4-chlorophenyl)methylene]-, methyl ester is utilized as an intermediate in the production of various agrochemicals. Its role in the synthesis of these compounds helps to improve crop protection and contribute to more efficient agricultural practices.

Upstream product

• 79-22-1 methyl chloroformate 
• 85654-07-5 N-(4-chlorobenzylidene)-N-(1,1,1-trimethylsilyl)amine 
• 104-88-1 4-chlorobenzaldehyde 
• 598-55-0 methyl carbamate 

Downstream Products

• 27132-26-9 N-methoxycarbonyl-4-chlorobenzamide 
• 199604-54-1 N-methoxycarbonyl-3-(4-chlorophenyl)oxaziridine 

Relevant academic research and scientific papers

Zinc/iron-mediated ring opening of dibromocyclopropanes for in situ Diels-Alder reactions with electron-deficient aldehydes and imines

Dibromocyclopropanes can be ring-opened by utilizing zinc dibromide in catalytic amounts and iron powder in substoichiometric amounts. The presence of the carbonyl group of aldehydes, ketones, glyoxylic esters, or imines is necessary for the ring-opening

N-alkyloxycarbonyl-3-aryloxaziridines: Their preparation, structure, and utilization as electrophilic amination reagents

This paper reports the synthesis of a series of N-protected oxaziridines (N-Moc, Boc, Z or Fmoc) and discusses their ability to deliver their N-alkoxycarbonyl fragment to amines, enolates, sulfur, and phosphorus nucleophiles (electrophilic amination). These oxaziridines are prepared by oxidation of the corresponding imines with oxone or anhydrous MCPBA lithium salt as the source of oxygen. They transfer their N-protected fragment to primary and secondary amines to give protected hydrazines in fair to excelent yield. The nitrogen transfer to free amino acids (in form of their R4N+ salts) is particularly fast, even at low temperature, providing L (or D) N-protected α-hydrazino acids. Enolates are C-aminated to give N-protected α-amino ketones, esters, or amides in modest yield, due to a side aldol reaction of the unreacted enolate with the released benzaldehyde. With tertiary amines (Et3N), sulfides (PhSMe), and phosphines (Ph3P), amination and oxidation proceed in a parallel way; the amount of amination product increases when the temperature is lowered (kinetic control). Some of the factors that can orient the oxaziridine reactivity towards amination or oxidation of nucleophiles are considered.