823-57-4

Usage

Chemical Properties

Brown solid

InChI:InChI=1/C6H5BrClN/c7-5-2-1-4(8)3-6(5)9/h1-3H,9H2

Upstream product

• 41513-04-6 2-chloro-5-bromonitrobenzene 
• 89-63-4 4-Chloro-2-nitroaniline 
• 16588-24-2 4-bromo-1-chloro-2-nitrobenzene 
• 108-42-9 3-chloro-aniline 

Downstream Products

• 13659-23-9 2-Bromo-5-chlorophenol 
• 132749-56-5 N-(5-chloro-2-bromophenyl)-2-nitrobenzenesulfonamide 
• 132749-85-0 2-Chloro-11-methyl-5,11-dihydro-10-thia-5,11-diaza-dibenzo[a,d]cycloheptene 10,10-dioxide 
• 132749-66-7 N-(2-bromo-5-chlorophenyl)-2-(acetylamino)benzenesulfonamide 
• 132749-75-8 (2-bromo-5-chlorophenyl)-N-methyl-2-(acetylamino)benzenesulfonamide 
• 128378-04-1 8-Chloro-6-methyl-6, 11-dihydro-11-chloroacetyl-dibenzo-[c,f][1,2,5]thiadiazepine 5,5-dioxide 
• 863578-21-6 5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2yl)benzenamine 
• 148836-41-3 1-bromo-4-chloro-2-iodo-benzene 
• 1451051-69-6 methyl N-(2-bromo-5-chlorophenyl)carbamate 
• 1451051-79-8 C₁₅H₁₄ClNO₃ 
• 1451051-01-6 C₁₇H₁₆ClNO₄ 
• 1451051-16-3 C₂₀H₂₆ClNO₄Si 
• 1451051-50-5 C₁₇H₁₆ClNO₃ 
• 1643795-97-4 benzyl (5-chloro-2-vinylphenyl)carbamate 

Relevant academic research and scientific papers

Efficient and recyclable bimetallic Co–Cu catalysts for selective hydrogenation of halogenated nitroarenes

Silica supported N-doped carbon layers encapsulating Co–Cu nanoparticles (Co1Cux@CN/SiO2) were prepared by a one-step impregnation of Co(NO3)2·6H2O, Cu(NO3)2·3H2O, urea and glucose, following in situ carbothermal reduction. Effects of Cu contents on the catalytic performance of the Co1Cux@CN/SiO2 catalysts were investigated for selective hydrogenation of p-chloronitrobenzene to p-chloroaniline. The Co1Cu0.30@CN/SiO2 with Cu/Co molar ratio of 0.30:1 presented much higher activity and stability than the monometallic Co@CN/SiO2 catalyst. The addition of Cu into Co1Cux@CN/SiO2 catalysts had favorable effects on the formation of highly active Co–N sites and N-doped carbon layer. The role of the N-doped carbon layer was to protect the Co from oxidation by air, and the Co1Cu0.30@CN/SiO2 could be reused for at least 12 cycles without decrease in catalytic efficiency. Mechanistic and in situ infrared studies revealed that the interaction effect between the Co and Cu atoms made the surface of Co highly electron rich, which decreased adsorption of halogen groups and resulting in the enhanced selectivity during chemoselective hydrogenation of halogenated nitroarenes for a wide scope of substrates.

In Situ Synthesized Silica-Supported Co@N-Doped Carbon as Highly Efficient and Reusable Catalysts for Selective Reduction of Halogenated Nitroaromatics

Silica-supported Co@N-doped carbon (Co@CN/SiO2) catalysts were first prepared by a one-step impregnation with a mixed solution of cobalt nitrate, glucose and urea, followed by in situ carbonization and reduction. The Co@CN/SiO2 catalysts were investigated for the selective reduction of nitro aromatics to the corresponding anilines using hydrazine hydrate. The Co@CN/SiO2-500 carbonized at 500 °C exhibited the highest catalytic activity and excellent stability without any decay of activity after 6 cycles for the reduction of nitrobenzene. Both metallic Co atoms and Co?N species formed in the Co@CN/SiO2 catalysts were active, but the Co?N species were dominant active sites. The high activities of the Co@CN/SiO2 catalysts were attributed to the synergistic effect between the Co and N atoms, promoting heterolytic cleavage of hydrazine to form H+/H? pairs. Representative examples demonstrated that the Co@CN/SiO2-500 could completely transform various halogen-substituted nitro aromatics to the corresponding halogenated anilines with high TOFs and selectivity of '99.5 percent.

A Co2B Mediated NaBH4 Reduction Protocol Applicable to a Selection of Functional Groups in Organic Synthesis

A high-yielding and high-rate reduction method that operates with alkenes, alkynes, azides, nitriles, and nitroarenes was developed and optimized. The method makes use of sodium borohydride reduction of CoSO4 under release of hydrogen along with the formation of Co2B as a nanoparticle material. The produced Co2B activates the various functional groups for hydride reduction. The protocol was proven to operate with an assortment of functional groups to provide good to excellent yields. Furthermore, the reduction method was successfully adapted, implemented, and developed for a continuous flow approach using the multi-jet oscillating disk (MJOD) flow reactor platform at atmospheric pressure.

PYRIMIDINONE DERIVATIVE HAVING AUTOTAXIN-INHIBITORY ACTIVITY

A compound according to any one of formula (Ia) to (Ic), or its pharmaceutically acceptable salt: wherein R1, R2, R3, R4a, R4c, R5 are as defined in the description.

POLYCYCLIC TLR7/8 ANTAGONISTS AND USE THEREOF IN THE TREATMENT OF IMMUNE DISORDERS

The present invention relates to compounds of Formula (I) and pharmaceutically acceptable compositions thereof, useful as toll-like receptor 7/8 (TLR7/8) antagonists. In Formula (I), Ring A is aryl or heteroaryl; Ring B is aryl or heteroary; and X is C(R4)2, O, NR4, S, S(R4), or S(R4)2.

Metal-Free Reduction of Aromatic Nitro Compounds to Aromatic Amines with B2pin2 in Isopropanol

A metal-free reduction of aromatic nitro compounds to the corresponding amines has been achieved by a combination of B2pin2 and KOtBu in isopropanol. A series of nitro compounds containing various reducible functional groups were chemoselectively reduced in good to excellent yields.

Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents

The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.

Selective reduction of halogenated nitroarenes with hydrazine hydrate in the presence of Pd/C

A large variety of halogenated nitroarenes have been selectively reduced with hydrazine hydrate in the presence of Pd/C to give the corresponding (halogenated) anilines in good yield.

A mild chemoselective Ru-catalyzed reduction of alkynes, ketones, and nitro compounds

The chemoselective reduction of alkyne, ketones, or nitro groups using (Ph3P)3RuCl2 as an inexpensive catalyst and Zn/water as a stoichiometric reductant is reported. Depending on the nature of the additive and the temperature, good chemoselectivities were observed allowing, e.g., for the selective reduction of a nitro group in the presence of a ketone or an alkyne.

Gold nanoparticles stabilized on nanocrystalline magnesium oxide as an active catalyst for reduction of nitroarenes in aqueous medium at room temperature

Gold nanoparticles deposited on nanocrystalline magnesium oxide is a very efficient catalyst for the reduction of nitroarenes in aqueous medium at room temperature. Sodium borohydride is used as the source of hydrogen for the reduction of nitro groups. This catalytic system selectively reduces the nitro group even in the presence of other sensitive functional groups under very mild conditions in good to excellent yields without the requirement of any promoters. The reaction kinetics of reduction of 4-nitrophenol to 4-aminophenol has been studied by UV-visible spectrophotometry, and its apparent rate constant has been determined and compared with those of other supported gold catalysts. The spent heterogeneous catalyst is recovered by simple centrifugation, and reused for multiple cycles.