92159-87-0

Usage

Uses

Used in Polymer Production:
Benzyl 4-bromophenylcarbamate is used as a crosslinking agent in the production of polymers, enhancing their structural integrity and performance characteristics.
Used in Plastics Processing:
Benzyl 4-bromophenylcarbamate serves as a stabilizer in the processing of plastics, improving their durability and resistance to degradation.
Used in Pharmaceutical Synthesis:
Benzyl 4-bromophenylcarbamate is utilized in the synthesis of pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Organic Chemistry:
Benzyl 4-bromophenylcarbamate acts as a reagent in organic chemistry reactions, facilitating various chemical processes and transformations.

Upstream product

• 501-53-1 benzyl chloroformate 
• 106-40-1 4-bromo-aniline 
• 14917-59-0 p-bromobenzoyl azide 
• 100-51-6 benzyl alcohol 
• 124-38-9 carbon dioxide 
• 100-39-0 benzyl bromide 
• 584-08-7 potassium carbonate 
• 100-44-7 benzyl chloride 
• 3422-02-4 N-(benzyloxycarbonyl)aniline 
• 104-57-4 benzyl formate 
• 131818-17-2 tert-butyl (4-bromophenyl)carbamate 
• 698-67-9 p-bromobenzamide 
• 621-84-1 O-benzyl carbamate 
• 589-87-7 1,4-bromoiodobenzene 

Downstream Products

• 71150-68-0 benzyl N-(4-formylphenyl)carbamate 
• 959939-45-8 benzyl ((4-(1,4-dioxaspiro)[4.5] dec-7-en-8-yl)phenyl)carbamate 
• 947170-99-2 benzyl 4-bromophenyl(methyl)carbamate 
• 937737-97-8 C₁₆H₁₅NO₃S 
• 1219721-31-9 benzyl 4-(1H-pyrazol-4-yl)phenylcarbamate 
• 849042-08-6 benzyl N-(4-cyanophenyl)carbamate 
• 62761-45-9 3-(4-bromo-phenyl)-5-phenyl-3H-oxazol-2-one 

Relevant academic research and scientific papers

Visible light-induced mono-bromination of arenes with BrCCl3

A highly efficient and regioselective bromination of electron-rich arenes and heteroarenes using commercially available BrCCl3as a “Br” source has been developed. The reaction was performed in air under mild conditions with photocatalyst Ru(bpy)3Cl2·6H2O, avoiding the usage of strong acids and strong oxidants. Mono-brominated products were obtained with medium to excellent yields (up to 94%). This strategy has shown good compatibility and highpara-selectivity, which will facilitate the complicated synthesis.

Interrupted aza-Wittig reactions using iminophosphoranes to synthesize 11C-carbonyls

A direct CO2-fixation methodology couples structurally diverse iminophosphoranes with various nucleophiles to synthesize ureas, carbamates, thiocarbamates, and amides, and is amenable for 11C radiolabeling. This methodology is practical, as demonstrated by the synthesis of >35 products and isolation of the molecular imaging radiopharmaceuticals [11C]URB694 and [11C]glibenclamide. This journal is

Pyrazolone-fused pyrimidine compound as well as preparation method and application thereof

The invention discloses a pyrazolone-fused pyrimidine compound as well as a preparation method and application thereof. The invention provides a pyrazolone-fused pyrimidine compound as shown in a formula I which is described in the specification. The pyrazolone-fused pyrimidine compound has better inhibitory activity on WEE1 kinase.

Pyrazolone-fused pyrimidine compound as well as preparation method and application thereof

The invention discloses a pyrazolone-fused pyrimidine compound as well as a preparation method and application thereof. The invention provides a pyrazolone-fused pyrimidine compound as shown in a formula II which is described in the specification. The pyrazolone-fused pyrimidine compound has better inhibitory activity on WEE1 kinase.

One stone two birds: Cobalt-catalyzed in situ generation of isocyanates and benzyl alcohols for the synthesis of N-aryl carbamates

An efficient method for the synthesis of N-aryl carbamates from N-Boc-protected amines has been developed. The cobalt-catalyzed in situ generation of isocyanates from N-Boc-protected amines and benzyl alcohols from benzyl formates has been achieved for the first time, which in turn furnished the corresponding benzyl carbamates in moderate to high yields. The reaction was catalyzed by CoI2 with tris-(4-dimethylaminophenyl)-phosphine as the ligand and zinc powder as the reductant. The developed reaction conditions were found to be compatible for aromatic amines with both electron-donating and -withdrawing substituents.

Modified Graphene Oxide Based Zinc Composite: an Efficient Catalyst for N-formylation and Carbamate Formation Reactions Through CO2 Fixation

Catalytic fixation of CO2 through chemical reactions is always a challenging task of synthetic chemistry. This paper represents the design and synthesis of an eco-friendly low cost zinc metal containing heterogeneous catalyst of aminically modified Graphene Oxide. Characterization of the catalyst has been carried out by Raman and FTIR spectra, AAS, XRD, TEM, SEM, EDX and N2 adsorption desorption studies. It was found that the catalyst was very proficient for the CO2 fixation through N-formylation and carbamate formation reactions of amines. Catalytic N-formylation reaction of both aromatic and aliphatic amines gave high yield of corresponding formylated products in presence of polymethylhydrosiloxane (PMHS) as reducing agent under 1 bar CO2 pressure and mild temperature. Formation of carbamates from aniline or its derivatives and alkyl/aryl bromide with good product selectivity was also achieved under same CO2 pressure in presence of our synthesized catalyst at room temperature with solvent-free condition. The catalyst is reusable and e?cient even after six cycles.

Application of Virtual Screening to the Identification of New LpxC Inhibitor Chemotypes, Oxazolidinone and Isoxazoline

This report summarizes the identification and synthesis of novel LpxC inhibitors aided by computational methods that leveraged numerous crystal structures. This effort led to the identification of oxazolidinone and isoxazoline inhibitors with potent in vitro activity against P. aeruginosa and other Gram-negative bacteria. Representative compound 13f demonstrated efficacy against P. aeruginosa in a mouse neutropenic thigh infection model. The antibacterial activity against K. pneumoniae could be potentiated by Gram-positive antibiotics rifampicin (RIF) and vancomycin (VAN) in both in vitro and in vivo models.

Electrochemical Hofmann rearrangement mediated by NaBr: Practical access to bioactive carbamates

An electrochemical Hofmann rearrangement is reported. With the mediation of NaBr, highly corrosive and toxic halogens are avoided. Moreover, this efficient and green approach is well compatible with a broad range of amides, including several commercial medicine derivatives, and provides direct access to synthetically useful carbamates. The synthetic utility of this method is also demonstrated by the preparation of 15N labeling carbamate and gram-scale synthesis of Amantadine.

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.

Compound design guidelines for evading the efflux and permeation barriers of Escherichia coli with the oxazolidinone class of antibacterials: Test case for a general approach to improving whole cell Gram-negative activity

Previously we reported the results from an effort to improve Gram-negative antibacterial activity in the oxazolidinone class of antibiotics via a systematic medicinal chemistry campaign focused entirely on C-ring modifications. In that series we set about testing if the efflux and permeation barriers intrinsic to the outer membrane of Escherichia coli could be rationally overcome by designing analogs to reside in specific property limits associated with Gram-negative activity: i) low MW (7.4 1), and iii) zwitterionic character at pH 7.4. Indeed, we observed that only analogs residing within these limits were able to overcome these barriers. Herein we report the results from a parallel effort where we explored structural changes throughout all three rings in the scaffold for the same purpose. Compounds were tested against a diagnostic MIC panel of Escherichia coli and Staphylococcus aureus strains to determine the impact of combining structural modifications in overcoming the OM barriers and in bridging the potency gap between the species. The results demonstrated that distributing the charge-carrying moieties across two rings was also beneficial for avoidance of the outer membrane barriers. Importantly, analysis of the structure-permeation relationship (SPR) obtained from this and the prior study indicated that in addition to MW, polarity, and zwitterionic character, having ≤4 rotatable bonds is also associated with evasion of the OM barriers. These combined results provide the medicinal chemist with a framework and strategy for overcoming the OM barriers in GNB in antibacterial drug discovery efforts.