58476-59-8

Usage

Synthesis Reference(s)

Synthesis, p. 430, 1990 DOI: 10.1055/s-1990-26897

Upstream product

• 88-73-3 2-Chloronitrobenzene 
• 106-40-1 4-bromo-aniline 
• 106-37-6 1.4-dibromobenzene 
• 88-74-4 2-nitro-aniline 
• 1493-27-2 ortho-nitrofluorobenzene 
• 589-87-7 1,4-bromoiodobenzene 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 760212-57-5 N-[2-(4-bromophenyl amino) phenyl] benzamide 
• 1221892-57-4 C₁₉H₁₄BrN₃O 
• 1352872-60-6 4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-biphen-2-ylamine 
• 1352872-61-7 N-{4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-biphenyl-2-yl}-3-cyano-benzamide 
• 1352872-84-4 N-{4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-4-methyl-biphenyl-2-yl}-acetamide trifluoroacetic acid 
• 1352874-51-1 4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-4-methyl-biphenyl-2-ylamine trifluoroacetic acid 
• 1352872-85-5 2-Amino-N-{4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-biphenyl-2-yl}-acetamide 
• 1352872-96-8 4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-5-fluoro-biphenyl-2-ylamine 
• 1352873-00-7 1-{4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-biphenyl-2-yl}-3-methyl-urea trifluoroacetic acid 
• 1352873-05-2 N-{5-acetyl-4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-biphenyl-2-yl}-acetamide 
• 1352873-11-0 N-[4'-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-5-(1-hydroxy-1-methyl-ethyl)-biphenyl-2-yl]-acetamide trifluoroacetic acid 
• 1352873-13-2 N-(5-chloro-3-{4-[3-(2-chloro-benzyl)-2-imino-2,3-dihydro-benzoimidazol-1-yl]-phenyl}-pyridin-2-yl)-acetamide 
• 1352873-16-5 N-{5-chloro-4'-[2-imino-3-(1H-indol-4-ylmethyl)-2,3-dihydro-benzoimidazol-1-yl]-biphenyl-2-yl}-acetamide 
• 1352874-54-4 4-[2-[(E)-tert-butoxycarbonylimino]-3-(2'-carboxy-5'-chloro-biphenyl-4-yl)-2,3-dihydro-benzoimidazol-1-ylmethyl]-indole-1-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Benzimidazolone derivatives organic light emitting compound and organic electroluminescent device including the same

Provided is a benzo imidazolone derivative organic electroluminescent compound represented by chemical formula a. Chemical Formula a. The benzo imidazolone derivative organic light emitting compound is suitable for inclusion in an organic electroluminescent device. Both electrochemical stability and thermal stability can be satisfactorily met.

Deuterium atom-containing electron transport material and application thereof

The invention discloses a deuterium atom-containing electron transport material and an application thereof. The deuterium atom-containing electron transport material is a benzimidazole compound with a deuterated substituent, and can be used as an electron transport material in an electroluminescent device. The novel compounds enable the organic electroluminescent device to be improved in efficiency and achieve longer device life, and better device performance can be provided. An electroluminescent device and a compound formulation are also disclosed.

Compound containing polyheterocycles and application

The invention relates to the technical field of organic electroluminescent display, particularly discloses an organic material containing a polyheterocyclic compound, and also discloses an applicationof the organic material in an organic electroluminescent device. The polyheterocycle-containing compound provided by the invention is shown as a general formula (I), can be applied to the field of organic electroluminescence, and can be used as an electron transport material. The compound with the structure provided by the invention is applied to an OLED device, the driving voltage of the devicecan be reduced, and the light emitting efficiency of the device is improved.

A green and practical reduction of N-(4-chlorophenyl)-2-nitroaniline and its derivatives to corresponding N-substituted-benzene-1,2-diamines using thiourea dioxide

A new effective approach for synthesizing diverse N-substituted-benzene-1,2-diamines is reported. The treatment of N-substituted-2-nitroanilines with thiourea dioxide in the presence of sodium hydroxide efficiently formed the corresponding N-substituted-benzene-1,2-diamines, including N-(4-chlorophenyl)benzene-1,2-diamine with a good yield of 94%. The by-product is environmentally-friendly urea and is easy to separate from the product by filtration procedure that enhances the convenience of the approach.

Polyheterocyclic compound and application

The invention relates to the technical field of organic electroluminescent display, particularly discloses an organic material of a polyheterocyclic compound, and also discloses application of the organic material in an organic electroluminescent device. The polyheterocyclic compound provided by the invention is shown as a general formula (I), can be applied to the field of organic electroluminescence, and is used as a luminescent layer main body material. The compound with the structure provided by the invention is applied to an OLED device, and can reduce the driving voltage and improve thelight emitting efficiency of the device.

Design, synthesis and biological evaluation of novel 4-phenoxypyridine based 3-oxo-3,4-dihydroquinoxaline-2-carboxamide derivatives as potential c-Met kinase inhibitors

Blocking c-Met kinase activity by small-molecule inhibitors has been identified as a promising approach for the treatment of cancers. Herein, we described the design, synthesis, and biological evaluation of a series of 4-phenoxypyridine-based 3-oxo-3,4-dihydroquinoxaline derivatives as c-Met kinase inhibitors. Inhibitory activitives against c-Met kinase evaluation indicated that most of compounds showed excellent c-Met kinase activity in vitro, and IC50 values of ten compounds (23a, 23e, 23f, 23l, 23r, 23s, 23v, 23w, 23x and 23y) were less than 10.00 nM. Notably, three of them (23v, 23w and 23y) showed remarkable potency with IC50 values of 2.31 nM, 1.91 nM and 2.44 nM, respectively, and thus they were more potent than positive control drug foretinib (c-Met, IC50 = 2.53 nM). Cytotoxic evaluation indicated the most promising compound 23w showed remarkable cytotoxicity against A549, H460 and HT-29 cell lines with IC50 values of 1.57 μM, 0.94 μM and 0.65 μM, respectively. Furthermore, the acridine orange/ethidium bromide (AO/EB) staining, cell apoptosis assays by flow cytometry, wound-healing assays and transwell migration assays on HT-29 and/or A549 cells of 23w were performed. Especially compound 23w, which displayed potent antitumor, apoptosis induction and antimetastatic activity, could be used as a promising lead for further development. Meanwhile, their preliminary structure-activity relationships (SARs) were also discussed.

Bipyridyl derivative and application thereof

The present invention provides a novel compound, which has a structure general formula represented by a formula (I), wherein Ar1 and Ar2 are independently selected from an aromatic hydrocarbon derivative group containing benzimidazoyl, an aromatic hydrocarbon derivative group containing a pyridine group, substituted or unsubstituted C6-C30 aromatic hydrocarbon, and a substituted or unsubstituted C6-C30 fused ring aromatic hydrocarbon group, and R1 and R2 are independently and respectively selected from H, C1-C12 aliphatic hydrocarbon radical, phenyl, substituted phenyl, naphthyl, substituted naphthyl, biphenyl and substituted biphenyl. According to the present invention, the compound has characteristics of stable character, simple preparation process, high luminous efficiency and high carrier mobility, and can be used for the electron transport layer of the electroluminescent element, and the device applying the compound has characteristics of significant driving voltage reducing and current efficiency improving. The formula (I) is defined in the instruction.

Selenium-Catalyzed Carbonylative Synthesis of 2-Benzimidazolones from 2-Nitroanilines with TFBen as the CO Source

A selenium-catalyzed carbonylative reaction for the synthesis of 2-benzimidazolones from 2-nitroanilines has been developed. In this strategy, to avoid the usage of toxic CO gas, TFBen (benzene-1,3,5-triyl triformate) was used as a solid and stable CO precursor, and a variety of desired 2-benzimidazolones were produced in moderate to excellent yields.

Organometallic Ir(III) Phosphors Decorated by Carbazole/Diphenylphosphoryl Units for Efficient Solution-Processable OLEDs with Low Efficiency Roll-Offs

Recently, solution-processable PhOLEDs have been attracting great interest for their low cost and high productivity relative to the vacuum-deposited devices. Similar to vacuum-deposited OLEDs, however, they usually suffer from serious efficiency roll-offs, especially in high brightness. Finding a feasible way and/or designing novel materials to increase efficiencies and reduce roll-offs simultaneously are highly desired. Herein, a new family of solution-processable cyclometalated iridium(III) phosphors with carbazole (Cz) and/or diphenylphosphoryl (Ph2PO) units functionalized main ligands has been designed. Owing to Cz and Ph2PO moieties possessing bulky steric effects, they can suppress the intermolecular strong packing and then decrease TTA effects and emission quenching. Meanwhile, the resulting OLEDs based on the designed phosphors exhibit considerable efficiencies and relatively small efficiency roll-offs. The device based on 4 containing both Cz and Ph2PO units realized a maximum current efficiency of 21.3 cd A-1, accompanied by a small roll-off. By optimization of the configuration of OLEDs, the device performance can be further enhanced, demonstrating their potential for high-performance solution-processable PhOLEDs.

Derivative of benzimidazole bridging anthracenes as well as preparation method and application thereof

The invention belongs to the technical field of photoelectric material application science and technology, and particularly relates to a derivative of benzimidazole bridging anthracenes as well as a preparation method and application thereof. According to the derivative of the benzimidazole bridging anthracenes, the derivative of the benzimidazole bridging anthracenes is used as basic structure unit, and is then modified to obtain an asymmetric structure. The compound provided by the invention has high glass transition temperature and high electron transmission capacity. When used as an electron transmission material and compared with a conventional main body material of an electron transmission group, such as a conventional electron transmission material 1,3,5-tri(1-phenyl-1H-benzimidazole-2-group) benzene (TPBi), the compound has the advantages that the hole transmission capacity and the electron transmission capacity are obviously improved; in an organic electroluminescence device,when compared with the conventional electron transmission material, the compound has the advantages that the glass transition temperature, the current efficiency, the power efficiency, the external quantum efficiency, the slow down efficiency and the roll-off aspect are obviously improved, and is an ideal electron transmission material.