Tag: 100-200

《Nucleophilic Acylation with Aromatic Aldehydes to 2 Bromoacetonitrile: An Umpolung Strategy for the Synthesis of Active Methylene Compounds》 was published in Current Organic Synthesis in 2020. These research results belong to Singh, Shailesh; Tiwari, Jyoti; Jaiswal, Deepali; Sharma, Amit Kumar; Singh, Jaya; Singh, Vandana; Singh, Jagdamba. Related Products of 614-16-4 The article mentions the following:

A novel one-pot N-heterocyclic carbene (NHC)-catalyzed acylation of 2-bromoacetonitrile with aromatic aldehydes ArCHO (Ar = Ph, 2-chlorophenyl, furan-2-yl, etc.) is reported. The protocol involves carbonyl umpolung reactivity of aldehydes in which the carbonyl carbon attacks nucleophilically (as d1 nucleophile) on the electrophilic terminal of 2-bromoacetonitrile to afford 3-aryl-3-oxopropanenitriles ArC(O)CH2CN. The salient features of this procedure are short reaction time, operational simplicity, ambient temperature, no byproduct formation and high yields. After reading the article, we found that the author used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Related Products of 614-16-4)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Related Products of 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Magnetic MCM-41 nanoparticles as a support for the immobilization of a palladium organometallic catalyst and its application in C-C coupling reactions》 were Tahmasbi, Bahman; Ghorbani-Choghamarani, Arash. And the article was published in New Journal of Chemistry in 2019. Application of 623-00-7 The author mentioned the following in the article:

In this study, the surface of magnetic MCM-41 nanoparticles (MCM-41/Fe3O4) was modified by 3-aminopropyltriethoxysilane (APTES) and further, 1-methylimidazole was anchored on their surface using cyanuric chloride as a linker. Then, Pd2+ ions were immobilized on the surface of the modified MCM-41/Fe3O4 (Pd-imi-CC@MCM-41/Fe3O4), and its application was studied as a magnetically recyclable nanocatalyst in carbon-carbon coupling reactions between a wide range of aryl halides and Bu acrylate, Me acrylate, acrylonitrile, phenylboronic acid, or 3,4-difluorophenylboronic acid under the conditions of a phosphine-free ligand and an air atm. This catalyst has the advantages of both the Fe3O4 nanoparticles and mesoporous MCM-41. The structure of the catalyst was characterized via TEM, SEM, EDS, WDX, N2 adsorption-desorption isotherm, XRD, TGA, FT-IR, and AAS. Also, the recovered catalyst was characterized via SEM, AAS and FT-IR. All the products from the carbon-carbon coupling reaction were obtained with excellent yields and high TON and TOF values, which indicate the high efficiency and activity of this catalyst. The selectivity of this catalyst was studied with various aryl halides bearing different functional groups. Furthermore, the heterogeneity and stability of Pd-imi-CC@MCM-41/Fe3O4 was studied via AAS, and leaching and poisoning tests. According to the results, this heterogeneous catalyst can be reused several times. In the experiment, the researchers used many compounds, for example, 4-Bromobenzonitrile(cas: 623-00-7Application of 623-00-7)

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.Application of 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Halogen Atom and Position Dependent Strong Enhancement of Solid-State Fluorescence and Stimuli Responsive Reversible Fluorescence Switching》 were Gayathri, Parthasarathy; Karthikeyan, Subramanian; Moon, Dohyun; Anthony, Savarimuthu Philip. And the article was published in ChemistrySelect in 2019. Synthetic Route of C8H6BrN The author mentioned the following in the article:

Halogen (F, Cl and Br) substituted triphenylamine (TPA)-phenylacetonitrile donor-acceptor aggregation enhanced emissive (AEE) compounds have been synthesized and investigated halogen atom and substitution position dependent solid-state fluorescence. Interestingly, para position substituted compounds exhibited stronger fluorescence compared to meta position substituted compounds Further, strong enhancement of fluorescence efficiency was observed with increase of at. size from H to Br (Φf=11.81 to 33.05%). Solid state structural studies revealed formation of halogen-H and halogen-π interactions in the crystal lattice that rigidified the fluorophores and enhanced the fluorescence. Computational studies have been performed to get insight on the fluorescence efficiency modulation by halogen. Integration of propeller shaped TPA lead to external stimuli induced reversible/self-reversible fluorescence switching. PXRD studies confirmed self-recovering of crystalline state after crushing. Fluorescent PMMA polymer thin films of halogen derivatives showed off-on fluorescence switching upon exposure of acid and base/heating. Thus, the present studies indicate that halogen could be employed for strongly enhancing fluorescence efficiency of organic compounds that might be of potential interest for optoelectronic device application. In the part of experimental materials, we found many familiar compounds, such as 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Synthetic Route of C8H6BrN)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione or a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands.Synthetic Route of C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Visible light driven, nickel-catalyzed aryl esterification using a triplet photosensitiser thioxanthen-9-one》 were Zhu, Da-Liang; Li, Hong-Xi; Xu, Ze-Ming; Li, Hai-Yan; Young, David J.; Lang, Jian-Ping. And the article was published in Organic Chemistry Frontiers in 2019. Application In Synthesis of 4-Bromobenzonitrile The author mentioned the following in the article:

An approach to the visible light-initiated, nickel-catalyzed esterification of carboxylic acids RC(O)OH (R = Me, Ph, 2H-1,3-benzodioxol-5-yl, adamantan-1-yl, etc.) with aryl bromides ArBr (Ar = Ph, 3-cyano-4-fluorophenyl, 6-(trifluoromethyl)pyridin-2-yl, etc) have been reported. Thioxanthen-9-one works as a triplet photosensitizer to significantly accelerate this cross-coupling to provide aryl esters ArOC(O)R in moderate to excellent yields at room temperature A mechanistic investigation indicates that this esterification undergoes the stepwise oxidative addition of an 4-bromobenzonitrile to nickel, transmetalation of an aryl-Ni(II) bromide complex I, energy transfer from thioxanthen-9-one to an excited-state aryl-Ni(II) carboxylate and reductive elimination to the 4-cyanophenyl acetate. This study contributes to the utilization of ketones as triplet photosensitizers in photochem. transformations. The results came from multiple reactions, including the reaction of 4-Bromobenzonitrile(cas: 623-00-7Application In Synthesis of 4-Bromobenzonitrile)

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Application In Synthesis of 4-Bromobenzonitrile It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Application of 2042-37-7In 2021 ,《Tandem Synthesis of Tetrasubstituted NH Pyrroles from Simple Nitriles》 appeared in Chemistry – An Asian Journal. The author of the article were Kim, Hyeongsu; Xuan, Zi; Hyun Kim, Ju. The article conveys some information:

An efficient tandem route to obtain tetrasubstituted NH pyrroles I (R = Me, Et, Bn; Ar = Ph, 2-naphthyl, pyridin-3-yl, etc.) in a one-pot manner has been developed, staring from simple nitriles ArCN, Et bromoacetates BrCH2CO2R, and zinc. This reaction involves oxidative dimerization of the zinc bromide complex of β-enaminoesters using cerium ammonium nitrate (CAN) as an oxidant, affording 2,3,4,5-tetrasubstituted pyrroles I in yields up to 91%. In the experimental materials used by the author, we found 2-Bromobenzonitrile(cas: 2042-37-7Application of 2042-37-7)

2-Bromobenzonitrile(cas: 2042-37-7) belongs to a group of ortho-substituted bromobenzenes that have varying hepatotoxicity effects in the presence of rat liver microsomes in vitro. 2-Bromobenzonitrile is also used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity.Application of 2042-37-7

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Product Details of 614-16-4In 2019 ,《Convenient synthesis of linear 2H,6H-pyrano[3,2-g] chromenes from natural occurring compound; visnagin》 appeared in Synthetic Communications. The author of the article were Abdel-Aziem, Anhar; El-Sawy, Eslam R.; Kirsch, Gilbert. The article conveys some information:

A simple and convenient route for the synthesis of linear 2-imino-2H,6H-pyrano[3,2-g] chromene-6-ones/2H,6H-pyrano[3,2-g]chromene-2,6-diones I (X = NH, O; R = 2-oxo-2-phenylethyl, 2-(1-benzofuran-2-yl)-2-oxoethyl, 1,3-benzothiazol-2-ylmethyl, etc.) has been described starting from natural occurring furochromone; visnagin. Ring opening of visnagin yielded 6-formyl-7-hydroxy-5-methoxy-2-methylchromone, which underwent reaction with different acetonitrile derivatives RCH2CN furnished 2-imino-2H,6H-pyrano[3,2-g]chromene-6-ones I (X = NH). Acid hydrolysis led to the formation of 2H,6H-structures pyrano[3,2-g]chromene-2,6-diones I (X = O). The entire target compounds were selected for in vitro anticancer activity against 60 human cancer cell lines at a single dose (10-5 M) by the National Cancer Institute (NCI, Bethesda, USA). In the experiment, the researchers used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Product Details of 614-16-4)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Product Details of 614-16-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Yuhang; Li, Pan; Yuan, Caili; Zeng, Lingping; Wang, Jianchuan; Li, Baosheng; Wei, Zidong published an article in 2022. The article was titled 《Anion Exchange Membranes Synthesized by Acetalization of Poly(vinyl alcohol) for Fuel Cells》, and you may find the article in ACS Applied Energy Materials.Application In Synthesis of 4-Cyanobenzyl bromide The information in the text is summarized as follows:

High-performance anion exchange membranes (AEMs) are the bottleneck of the commercialization of alk. AEM fuel cells. Various methods have been developed to prepare AEMs with high ionic conductivity, excellent mech. properties, and alk. stability. Among them, modification of various com. polymers is a facile and effective way. To broaden the category of the com. polymer-based AEMs, herein, a series of AEMs based on poly(vinyl alc.) were prepared by acetalization. The PVA-FBMPx-TPAz membrane achieved OH- conductivity up to 200.4 mS cm-1 at 80°C with appropriate water uptake and a low swelling ratio. Moreover, a high peak power d. of 982 mW cm-2 was obtained in a H2/O2 fuel cell test. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Application In Synthesis of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.Application In Synthesis of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yuan, Shuo; Wang, Bo; Dai, Qing-Qing; Zhang, Xiao-Nan; Zhang, Jing-Ya; Zuo, Jia-Hui; Liu, Hui; Chen, Zhe-Sheng; Li, Guo-Bo; Wang, Shaomeng; Liu, Hong-Min; Yu, Bin published an article in 2021. The article was titled 《Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors》, and you may find the article in Journal of Medicinal Chemistry.Reference of 4-Cyanobenzyl bromide The information in the text is summarized as follows:

The major drawbacks of P-glycoprotein (P-gp) inhibitors at the clin. stage make the development of new P-gp inhibitors challenging and desirable. In this study, we reported our structure-activity relationship studies of 4-indolyl quinazoline, which led to the discovery of a highly effective and orally active P-gp inhibitor, YS-370. YS-370 effectively reversed multidrug resistance (MDR) to paclitaxel and colchicine in SW620/AD300 and HEK293T-ABCB1 cells. YS-370 bound directly to P-gp, did not alter expression or subcellular localization of P-gp in SW620/AD300 cells, but increased the intracellular accumulation of paclitaxel. Furthermore, YS-370 stimulated the P-gp ATPase activity and had moderate inhibition against CYP3A4. Significantly, oral administration of YS-370 in combination with paclitaxel achieved much stronger antitumor activity in a xenograft model bearing SW620/Ad300 cells than either drug alone. Taken together, our data demonstrate that YS-370 is a promising P-gp inhibitor capable of overcoming MDR and represents a unique scaffold for the development of new P-gp inhibitors. In the experiment, the researchers used 4-Cyanobenzyl bromide(cas: 17201-43-3Reference of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) is an important intermediate for pharmaceutical production. It can be used for the synthesis of a series of piperidine-linked aromatic diimidazolines, which have been synthesized as conformationally restricted congeners of the anti-Pneumocystis carinii (PCP) drug, Pentamidine.Reference of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dhawale, Kiran D.; Ingale, Ajit P.; Shinde, Sandeep V.; Thorat, Nitin M.; Patil, Limbraj R. published their research in Synthetic Communications in 2021. The article was titled 《ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles》.HPLC of Formula: 1194-02-1 The article contains the following contents:

The synthesis of 2-substituted benzothiazoles I (R1 = H, 5-Cl; R2 = H, 4-OMe, 2-Br, etc.) has been described using ZnO-nanoparticles as a catalyst. The condensation of 2-aminothiophenol and aryl/alkyl nitriles resulted in the formation of various 2-substituted benzothiazoles under solvent-free reaction conditions. The library of 2-substituted benzothiazoles has been synthesized in good to excellent yield. The reaction has shown a wide range of functional group compatibility for both varyingly substituted 2-aminothiophenols and nitriles. The protocol has many advantages such as faster reaction rate, mild reaction conditions, various functional group compatibility, excellent yield, solvent-free reaction conditions, easy recovery of materials, and excellent catalyst recyclability, among others. The various advantages of this protocol make it a more feasible, economical, and environmentally benign process. The experimental process involved the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1HPLC of Formula: 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.HPLC of Formula: 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Photocatalytic selective aerobic oxidation of amines to nitriles over Ru/γ-Al2O3: the role of the support surface and the strong imine intermediate adsorption》 was written by Zhu, Pengqi; Zhang, Jin; Wang, Jie; Kong, Peng; Wang, Yunwei; Zheng, Zhanfeng. Application In Synthesis of 4-Fluorobenzonitrile And the article was included in Catalysis Science & Technology in 2020. The article conveys some information:

Hydroxyl coordinated ruthenium dispersed on the surface of γ-Al2O3 can be applied to the selective oxidation of amines with light irradiation and an atm. pressure of O2 at room temperature Sunlight is also an effective light source for the selective aerobic oxidation of primary amines to corresponding nitriles. The high photocatalytic activity and selectivity over Ru/γ-Al2O3 originate from the adsorption of amines and imine intermediates on the abundant surface OH groups of the photocatalyst and further formation of Ru-amide species by ligand exchange of adsorbed amines and imine intermediates with adjacent exposed active Ru sites. Light is introduced to the system successfully via the formation of Ru-amide species, which are used as the light absorption sites of the photocatalytic selective oxidation of amines. Primary amines are directly converted to corresponding nitriles via a two-step oxidative dehydrogenation process.4-Fluorobenzonitrile(cas: 1194-02-1Application In Synthesis of 4-Fluorobenzonitrile) was used in this study.

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Application In Synthesis of 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts