2291-80-7

Upstream product

• 78-83-1 2-methyl-propan-1-ol 
• 103-71-9 phenyl isocyanate 
• 62-53-3 aniline 
• 543-27-1 isobutyl chloroformate 
• 103-70-8 Formanilid 
• 44396-74-9 isobutylzinc iodide 
• 98-80-6 phenylboronic acid 
• 591-50-4 iodobenzene 
• 543-28-2 isobutylcarbamate 
• 124-38-9 carbon dioxide 
• 78-77-3 Isobutyl bromide 
• 513-36-0 isobutyryl chloride 
• 201230-82-2 carbon monoxide 
• 108-86-1 bromobenzene 

Downstream Products

• 78-83-1 2-methyl-propan-1-ol 
• 103-71-9 phenyl isocyanate 
• 36622-84-1 N-(methyl-d₃)aniline 

Relevant academic research and scientific papers

Nickel-Catalyzed Synthesis of N-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride

A simple and efficient domino reaction has been designed and employed for the one-pot synthesis of N-(hetero)aryl carbamates through the reaction between alcohols and in-situ produced (hetero)aryl isocyanates in the presence of a nickel catalyst. The phenolic C?O bond was activated via the reaction of phenol with cyanuric chloride (2,4,6-trichloro-1,3,5-triazine (TCT)) as an inexpensive and readily available reagent. This strategy provides practical access to N-(hetero)aryl carbamates in good yields with high functional groups compatibility.

A Fe3O4?SiO2/Schiff Base/Pd Complex as an Efficient Heterogeneous and Recyclable Nanocatalyst for One-Pot Domino Synthesis of Carbamates and Unsymmetrical Ureas

A palladium-catalyzed domino method for the direct synthesis of carbamates and ureas has been developed by using readily available and economical starting materials (aryl halide, carbon monoxide, sodium azide, amines and alcohols) in a one-pot approach. The domino process underwent carbonylation, Curtius rearrangement, and nucleophilic addition. This protocol provides a step-economical and highly efficient reaction to access the wide range of valuable carbamates, symmetrical and unsymmetrical ureas with high yields under remarkable mild reaction conditions that are important factors in pharmaceutical science, biochemistry and agricultural industries. Furthermore, the magnetically recoverable nanocatalyst (Fe3O4?SiO2/Pd(II)) can be conveniently and swiftly recycled using external magnet and reused at least for seven times without noticeable loss of its catalytic activity.

Carbon dioxide utilization in the efficient synthesis of carbamates by deep eutectic solvents (DES) as green and attractive solvent/catalyst systems

A green and eco-friendly solvent/catalyst system based on a deep eutectic solvent (DES) was devised and developed for the simple synthesis of carbamates through three-component coupling of amines, alkyl halides and carbon dioxide (CO2). It was found that choline chloride:zinc(ii) chloride ([ChCl][ZnCl2]2) was very proficient and effective for the activation and utilization of CO2 in carbamate formation reactions from a wide scope of amines. Surprisingly, this strategy provides the desired carbamates under atmospheric CO2 pressure at room temperature. In particular, both aromatic and aliphatic amines were effective and demonstrated excellent yields. Besides, the [ChCl][ZnCl2]2 exhibited very high stability and also could be reused for at least five consecutive cycles without any significant loss of activity. It is worth noting that this is the first solvent/catalyst system which can be recycled successfully from the reaction mixture.

Selective Synthesis of Secondary Arylcarbamates via Efficient and Cost Effective Copper-Catalyzed Mono Arylation of Primary Carbamates with Aryl Halides and Arylboronic Acids

Abstract: An efficient, selective and cost-effective procedure has been developed for mono N-arylation of primary alkyl and benzyl carbamates with aryl iodides and bromides by incorporating CuI as an inexpensive and commercially available catalyst. Despite previous reports on C–N coupling reactions, this process does not need expensive ligands and takes advantage of readily available and inexpensive ethylenediamine (EDA) as the ligand. Reaction times were relatively short and related N-arylated carbamates were obtained in excellent yields. Interestingly, replacing CuI with Cu(OAc)2 allowed us to use arylboronic acids as coupling partner for this reaction. All products are well characterized by 1H- and 13C-NMR, MS, melting point, IR and CHNS techniques.

Direct Catalytic Synthesis of N-Arylcarbamates from CO2, Anilines and Alcohols

The direct catalytic synthesis of carbamates from CO2, amines and methanol was achieved by controlling both the reaction equilibrium and the reactivity of the three components. The combination of CeO2 and 2-cyanopyridine was an effective catalyst, providing various carbamates including N-arylcarbamates in high selectivities.

METHOD FOR PRODUCING CARBAMATE

PROBLEM TO BE SOLVED: To provide a method for producing carbamate in which a high yield can be obtained and the amount of by-products produced can be reduced. SOLUTION: In the method, carbamate is synthesized using at least one member selected from the group consisting of amine and derivative thereof, alcohol having 3 or more carbon atoms and carbon dioxide as a raw material, cerium oxide as a catalyst, and 2-cyanopyridine as a dehydrating agent. By using an alcohol having 3 or more carbon atoms, a high yield can be obtained and the amount of by-products produced can be reduced. In addition, the pressure of carbon dioxide can be lowered and the production can be of ease. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2018,JPO&INPIT

Ureas as safe carbonyl sources for the synthesis of carbamates with deep eutectic solvents (DESs) as efficient and recyclable solvent/catalyst systems

A simple, efficient and eco-friendly one-pot synthesis of primary, N-mono- and N-disubstituted carbamates is developed from ureas. The corresponding carbamates were produced at 120 °C, within 18 h, and in the presence of a deep eutectic solvent as a recyclable catalytic system. The catalyst can be reused for several runs without any reduction in its activity. To demonstrate the utility of this approach, a wide variety of alcohols and phenols were studied to find a vast range of carbamate derivatives in moderate to high yields.

Fe3O4@SiO2/Schiff base/Pd complex as an efficient heterogeneous and recyclable nanocatalyst for chemoselective: N -arylation of O -alkyl primary carbamates

An efficient, heterogeneous and cost effective method has been developed using an Fe3O4@SiO2/Schiff base/Pd complex as a magnetic and easily recyclable nanocatalyst for rapid and effective N-arylation of carbamates in good to excellent yield. The catalyst can be easily recovered and reused over six runs without significant decrease in the activity. Further highlights of this protocol are operational simplicity, versatility and relatively short reaction times.

One-pot synthesis of carbamates and thiocarbamates from Boc-protected amines

A highly efficient one-pot procedure for the synthesis of carbamates and thiocarbamates has been described. In the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, the isocyanate intermediates were generated in situ for further reactions with alcohols and thiols to afford the desired carbamates and thiocarbamates in high yields.

A synthetic approach to N -aryl carbamates via copper-catalyzed Chan-Lam coupling at room temperature

A mild and efficient synthesis of N-arylcarbamates was achieved by reacting azidoformates with boronic acids in the presence of 10 mol % of copper chloride catalyst. The reaction proceeds readily in an open flask at room temperature without additional base, ligand, or additive. Rapid access to urea analogues via a two-step one-pot procedure is enabled by reacting N-arylcarbamates with aluminum-amine complexes. In addition, among several boronic acid derivatives prepared, dimethylphenyl boronate was found to react rapidly in its reaction with benzyl azidoformate, invoking in situ generation of this species in the catalytic cycle.