62476-56-6

Usage

Chemical Properties

crystal

Purification Methods

Recrystallise it from water. [Beilstein 22 III/IV 4093.]

InChI:InChI=1/C5H4Cl2N2/c6-4-2-1-3(8)5(7)9-4/h1-2H,8H2

Upstream product

• 462-08-8 pyridin-3-ylamine 
• 16013-85-7 2,6-dicholoro-3-nitropyridine 
• 52208-50-1 2,6-dichloro-3-fluoropyridine 
• 5350-93-6 6-Chloro-pyridin-3-ylamine 
• 7647-01-0 hydrogenchloride 
• 7722-84-1 dihydrogen peroxide 
• 7732-18-5 water 
• 762-04-9 Diethyl phosphonate 
• 32263-14-2 4-hydroxy-3-methoxy-5-methylbenzaldehyde 
• 3430-33-9 2,6-dimethylpyridin-3-amine 
• 98-92-0 nicotinamide 

Downstream Products

• 240815-51-4 3H-imidazole-4-carboxylic acid (2,6-dichloro-pyridin-3-yl)-amide 
• 134369-58-7 2,6-dichloro-3-(2'-hydroxybenzoyl)aminopyridine 
• 140413-07-6 3-Chloro-11-methyl-11H-5-oxa-4,11-diaza-dibenzo[a,d]cyclohepten-10-one 
• 140413-08-7 3-Chloro-11-ethyl-11H-5-oxa-4,11-diaza-dibenzo[a,d]cyclohepten-10-one 
• 140413-09-8 3-Chloro-11-propyl-11H-5-oxa-4,11-diaza-dibenzo[a,d]cyclohepten-10-one 
• 134369-51-0 2-chloro-5-(methylthioethyl)pyrido[2,3-b][1,4]benzoxazepin-6(5H)one 
• 910486-72-5 6-chloro-2-ethylpyridin-3-amine 
• 1035173-57-9 (2,6-dichloropyridin-3-yl)hydrazine 
• 239810-43-6 2,6-dichloro-3-pyridinesulfonyl chloride 
• 1201324-12-0 N-(2,6-dichloropyridine-3-yl)-4-methoxybenzamide 
• 1345960-02-2 2-(1-{[2,2-difluorocyclopropyl]methyl}-2-oxo-1,2-dihydro[1,3]thiazolo[5,4-b]pyridin-5-yl)benzonitrile 
• 1416065-64-9 2-(N-phenylamino)-3-(N-isopropylamino)-6-chloropyridine 
• 1416065-65-0 2-(N-phenylamino)-3-(N-isopropylamino)-6-(2'-methylphenyl)pyridine 
• 1416065-67-2 2-(N-phenylamino)-3-(N-isopropylamino)-6-(2',6'-dimethylphenyl)pyridine 

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.

Activator free, expeditious and eco-friendly chlorination of activated arenes by N-chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI)

N-Chloro-N-(phenylsulfonyl)benzene sulfonamide (NCBSI) has been explored for the first time as a chlorinating reagent for direct chlorination of various activated arenes and heterocycles without any activator. A comparative in-silico study was performed to determine the electrophilic character for NCBSI and commercially available N-chloro reagents to reveal the reactivity on a theoretical viewpoint. The reagent was prepared by an improved method avoiding the use of hazardous t-butyl hypochlorite. This reagent was proved to be very reactive compared to other N-chloro reagents. The precursor of the reagent N-(phenylsulfonyl)benzene sulfonamide was recovered from aqueous spent, which can be recycled to synthesize NCBSI. The eco-friendly protocol was equally applicable for the synthesis of industrially important chloroxylenol as an antibacterial agent.

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.

Highly selective hydrogenation of halogenated nitroarenes over Ru/CN nanocomposites by: In situ pyrolysis

A highly chemoselective and recyclable ruthenium catalyst for the hydrogenation of halogenated nitroarenes has been prepared via the simple in situ calcination of a mixture of melamine, glucose and ruthenium trichloride. Superfine Ru particles (2.3 ± 0.3 nm) were obtained and highly dispersed in the nitrogen-doped carbon matrix. The Ru/CN catalyst smoothly transforms a variety of halogenated nitroarenes to the corresponding haloanilines with high intrinsic activity (e.g. TOF = 1333 h-1 for p-chloronitrobenzene) and selectivity of more than 99.6percent. Furthermore, through an analysis of the products in the reaction process, it was concluded that there are two parallel reaction pathways (a direct pathway and an indirect pathway) for the hydrogenation of aromatic nitro compounds over the Ru/CN catalyst, and the direct pathway was proved to be dominant in catalyzing the intermediates. This journal is

Process study for synthesizing 2,3,6-trichloropyridine from nicotinamide

The invention provides a process study for synthesizing 2,3,6-trichloropyridine from nicotinamide. The process study comprises the following steps: with nicotinamide as a raw material, adding a sodiumhypochlorite solution in an alkaline environment to carry out a Hofmann downgrading reaction to obtain 3-aminopyridine; under catalysis of a Lewis acid catalyst, performing chlorination reaction under a concentrated hydrochloric acid/hydrogen peroxide condition to obtain 2,6-dichloro-3-aminopyridine; and reacting in the presence of sodium nitrite under low temperature and strong acid conditions to form a diazonium salt solution; and finally, performing a Sandmeyer reaction to obtain the target product, 2,3,6-trichloropyridine. The process material provided by the invention is simple, easily available and cheap, the reaction condition is simple and easy to operate, the post-treatment is simple, the yield is high, and thus the process has good industrial development prospects.

INHIBITORS OF SHORT-CHAIN DEHYDROGENASE ACTIVITY FOR PROMOTING NEUROGENESIS AND INHIBITING NERVE CELL DEATH

A method of promoting neuroprotection in a subject from axonal degeneration, neuronal cell death, and/or glia cell damage after injury, augmenting neuronal signaling underlying learning and memory, stimulating neuronal regeneration after injury, and/or treating a disease, disorder, and/or condition of the nervous system in a subject in need thereof includes administering to the subject a therapeutically effective amount of a 15-PGDH inhibitor.

ANTAGONISTS OF PROSTAGLANDIN EP3 RECEPTOR

Provided herein are antagonists la or lb of prostaglandin EP3 receptor, processes to make said antagonists, and methods comprising administering said antagonists to a mammal in need thereof. (Formula I)

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.

INHIBITORS OF SHORT-CHAIN DEHYDROGENASE ACTIVITY FOR TREATING FIBROSIS

A method of treating or preventing a fibrotic disease, disorder or condition includes administering to a subject in need of treatment a 15-PGDH inhibitor.

Story of an Age-Old Reagent: An Electrophilic Chlorination of Arenes and Heterocycles by 1-Chloro-1,2-benziodoxol-3-one

By the use of 1-chloro-1,2-benziodoxol-3-one, an age-old reagent, the practical and efficient chlorination method is achieved. This hypervalent iodine reagent is amenable not only to the chlorination of nitrogen-containing heterocycles but also to selected classes of arenes, BODIPY dyes, and pharmaceuticals. In addition, the advantages, such as easy preparation and recyclable, air- and moisture-stable, in combination with the success in a gram-scale experiment grant this reagent great potential for industrial application.